[ CAS No. 83883-25-4 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 83883-25-4 * Storage: {[proInfo.prStorage]}

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 83883-25-4 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 83883-25-4 ]

SDS Specification

Alternatived Products of [ 83883-25-4 ]

Product Details of [ 83883-25-4 ]

CAS No. :	83883-25-4	MDL No. :	MFCD00971624
Formula :	C₁₃H₁₈O₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	238.28	Pubchem ID :	-
Synonyms :

Safety of [ 83883-25-4 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313	UN#:
Hazard Statements:	H315-H319	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 83883-25-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 83883-25-4 ]
Downstream synthetic route of [ 83883-25-4 ]

[ 83883-25-4 ] Synthesis Path-Upstream 1~3

1
[ 83883-25-4 ]
[ 79-10-7 ]
[ 83883-26-5 ]

Yield	Reaction Conditions	Operation in experiment
70%	With toluene-4-sulfonic acid; hydroquinone In benzene for 5 h; Dean-Stark; Inert atmosphere	Synthesized above 4- (6-hydroxyhexyloxy) benzoic acid (13.47g, 56.53mmol) and the acid catalyst is p- toluenesulfonic acid (2.23g, 13mmol), a polymerization inhibitor, hydroquinone (2.3g, 20.9mmol) and excess acid (15ml, 07.2mmol) in benzene under nitrogen was introduced into the dissolution Dean-Stark trap (Dean stark trap) was refluxed for 5 hours until the removal of water generated in the reaction flask is connected sikimyeo. Dissolving the reaction material from the solvent under reduced pressure and then ends in diethyl ether and was thoroughly washed with distilled water until the pH is about 4-5. The obtained organic solvent into the magnesium sulfate (magnesium sulfate) the layer after removal of the water filtration by distillation under reduced pressure and was recrystallized from material with isopropanol (Isopropanol) solid product in powder form striking a pale pink title compound (Yield: 70.0percent ) was obtained.
35.3%	With toluene-4-sulfonic acid; hydroquinone In benzene for 12 h; Reflux; Dean-Stark	14.0 g (58.8 mmol) of the obtained 4-(6-hydroxyhexyloxy)benzoic acid, 36.0 g (500 mmol) of acrylic acid, 2.00 g (11.7 mmol) of p-toluenesulfonic acid as an acid catalyst, and 1.20 g (11.8 mmol) of the polymerization inhibitor hydroquinone was dissolved in benzene. The mixed solution was refluxed in a flask connected to a Dean stark trap for about 12 hours until the amount of stoichiometry of water produced through the reaction was removed. After completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was dissolved in 300 mL of ethyl acetate. The mixed solution was washed with distilled water until no acrylic acid was found. At this time, the pH of the distilled water was checked to determine the presence of acrylic acid. Magnesium sulfate was added to the organic solution layer to dry the water. After filtration, the solvent was distilled off under reduced pressure, recrystallized from isopropyl alcohol to obtain 4-(6-(acryloyloxy)hexyloxy) benzoic acid as a white powdery solid.
21.3%	With toluene-4-sulfonic acid; hydroquinone In benzeneDean-Stark	The compound of Formula 1-1 (8.3 g, 34.83 mmol),Acrylic acid (21.58 g, 299.47 mmol),P-toluenesulfonic acid (1.37 g, 8.01 mmol) as an acid catalyst,The polymerization inhibitor hydroquinone (1.40 g, 12.90 mmol) was dissolved in benzene and reacted in a flask connected with a dean-stark trap until the resulting stoichiometric amount of water was removed to about 4-5 Lt; / RTI & gt;After completion of the reaction, the solvent was distilled off under reduced pressure, and the obtained product was dissolved in diethyl ether (200 ml). The mixed solution was washed with distilled water until no acrylic acid was found. At this time, the pH of distilled water was checked to confirm the presence of acrylic acid. The resulting filtrate was distilled under reduced pressure, and the obtained product was recrystallized from isopropyl alcohol to obtain the compound of Formula 1-2 (yield: 21.3percent) as a pinkish white powder.

22g

With toluene-4-sulfonic acid In toluene for 4 h; Dean-Stark; Reflux

Then, a stirrer, a condenser and a Dean-Stark equipped with a reaction vessel, the compound shown in the formula (23) prepared in 17g (71 mmol), acrylic acid 10g (140 mmol), p- toluenesulfonic acid 1g, toluene He was charged with 100ml.Heating the reaction vessel to toluene reflux for 4 hours as it was.After the reaction, the reaction solution was then washed with saturated sodium bicarbonate and neutralized with 10percent hydrochloric acid solution, and washed with saturated aqueous sodium chloride, the organic layer was dried over anhydrous sodium sulfate.Oil distilled off the solvent to give the compound 22g as shown in equation (24).

Reference： [1] Molecular Crystals and Liquid Crystals (1969-1991), 1988, vol. 155, p. 113 - 128
[2] Patent: KR2015/105610, 2015, A, . Location in patent: Paragraph 0151-0153
[3] Canadian Journal of Chemistry, 1995, vol. 73, p. 1811 - 1817
[4] Chemistry Letters, 1994, # 3, p. 557 - 560
[5] Patent: KR2016/126298, 2016, A, . Location in patent: Paragraph 0077-0080
[6] Patent: KR2015/80120, 2015, A, . Location in patent: Paragraph 0086; 0092; 0093
[7] Molecular Crystals and Liquid Crystals (1969-1991), 1988, vol. 157, p. 151 - 162
[8] Macromolecules, 2003, vol. 36, # 24, p. 9060 - 9066
[9] Patent: EP1205467, 2002, A1, . Location in patent: Page 9
[10] Patent: EP1174412, 2002, A1, . Location in patent: Page 74
[11] Molecular Crystals and Liquid Crystals, 2016, vol. 624, # 1, p. 1 - 10
[12] Patent: KR101523330, 2015, B1, . Location in patent: Paragraph 0193; 0194

2
[ 83883-25-4 ]
[ 814-68-6 ]
[ 83883-26-5 ]

Yield	Reaction Conditions	Operation in experiment
100%	at 25 - 30℃; for 1.25 h;	Example 3 (E 3) ; synthesis of compound 1:; In a 250 ml chemical reactor are dissolved 23.89 G (0.10 mol) of 4- (6-hydroxyhexyloxy) benzoic acid (PURITY-100percent, preparation e. g. literature mentioned in example 1) in 100 G of dimethyl- acetamide at ca. 20°C. To the dear, stirred solution are gradually added 10.26 g (0.11 mol) of acryloyl chloride (Aldrich 96percent), keeping the reaction temperature below 35°C by external cooling. After the addition, which takes about 15 minutes, the reaction mixture is stirred for 1 hours at 30°C, when TLC analysis (Silicagel, Cyclohexane : ETHYLACETATE : Acetic acid = 50: 50: 2, parts b. volume, UV fluorescence indicator) indicates completion of the reaction. A nearly colourless suspension is formed. It is gradually precipitated into 400 ml of cold water using a high speed stirrer (1300 rpm). After finishing the addition, the suspension is stirred for 1/2hour and filtered. The filter residue is washed twice with warm (-40°C) water (400 ml), filtered and the residue dried in vacuo at 25°C. The thus obtained colourless, crystalline solid is dissolved in 93.40 G toluene at 70°C, 0.14 9 of di-tert. butyl-p-cresole (BHT, polymerisation inhibitor) added and the solution cooled slowly to 0°C. The crystalline precipitate is filtered off and dried in vacuum at 35°C to constant weight. 24.40 G (83.5percent o. th. ) of colourless, crystalline 4- (6-ACRYLOYLOXYHEXYLOXY) benzoic acid = compound (1) are obtained.
95%	at 25 - 40℃;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
92%	With 10H-phenothiazine In 1-methyl-pyrrolidin-2-one at 25 - 30℃; for 3 h;	Example 1 (E 1); Synthesis of compound 1:; In a 30 litre chemical reactor are dissolved 4766.00 G (PURITY-100percent, 20.00 mol) of 4- (6- hydroxyhexyloxy) benzoic acid (preparation e. g. M. Portugal, H. Ringsdorf, R. Zentel, Makromol. Chem. 183,2311-2321 (1982) ) and 2.91 G phenothiazin (polymerisation inhibitor) in 10 000 mi of N-methyl pyrrolidone at ca. 20°C. To the clear, stirred solution 2074 g of acryloyl chloride (Aldrich, 96percent, 22 mol) are gradually added, keeping the reaction temperature BELOW 30°C by external cooling. After the addition, which takes about 1 hour, the reaction mixture is stirred for 2 hours at 25°C, when TLC analysis (Silicagel, Cydohexane: Ethylacetate : Acetic acid = 50: 50: 2, parts b. volume, UV fluorescence indicator) indicates completion of the reaction. A yellowish suspension is formed. It is gradually precipitated into 33'000 ML of water using a high speed stirrer (1300 rpm) and keeping the temperature below 25°C. After finishing the addition, the suspension is stirred for 1/2 HOUR and filtered. The filter residue is washed twice with 5000 ml of warm (-40°C) water and redispersed in 33'000 ML of warm water FOR 1/2 HOUR, FILTERED and the residue washed twice with 5000 ml of warm water. The moist residue is added to 20'000 ml of toluene, 2.93 g of di-tert. butyl-p-cresole (BHT, polymerisation inhibitor) are added and the mixture heated to 65°C to dissolve. A slightly coloured emulsion of some water in toluene results. The water phase is separated off and to the toluene solution is added 150.00 g of Bleicherde Tonsil Standard 312 ff (Fullers earth, Achenbach BUSCHHUTTEN GmbH, D-57223 KREUZTAL, Germany) and 150.00 g of Hyflo (diatomaceous earth, Mansville Corp. ) and the suspension stirred for 1/2HOUR at 65°C. The suspension is filtered and the clear filtrate cooled to 0°C and kept for several hours to crystallize the product, which is filtered off and dried in vacuum at T = 35°C. 5383.60 G (92percent o. th. ) of COLOURLESS, CRYSTALLINE 4-(6-ACRYLOYLOXYHEXYLOXY) benzoic ACID = compound (1) is obtained.

89%	at 25℃;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
89.6%	at 0 - 5℃;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
86%	at 25 - 40℃;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
83.5%	With 10H-phenothiazine In 1-methyl-pyrrolidin-2-one at 10 - 15℃; for 6 h;	Example 2 (E 2); synthesis of compound 1:; Example 1 is repeated, but instead of allowing a temperature of <30°C during the addition of the acryloyl chloride, the temperature this time is kept below 15°C during said addition by additional external cooling. After the addition the mixture is stirred for 6 hours at 10°C. The product isolation procedure is the same as described in example 1. 5506.70 G (94percent o. th.) of colourless, crystalline 4- (6-ACRYLOYLOXYHEXYLOXY) benzoic ACID = compound (1) is obtained.
81.6%	at -5 - 80℃;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
64%	With triethylamine In tetrahydrofuran at 20℃;	The compound of formula 10 (10 g, 42 mmol) is added into triethylamine (5 ml) and tetrahydrofuran (30 ml), and acryloyl chloride (6.6 g, 63 mmol) is dropwise added in 0.5 h. The mixture reacts overnight at room temperature, and then is transferred into water (150 ml). The generated precipitate is filtrated, and the crude product is recrystallized with ethyl alcohol. The obtained compound of formula 11 is colourless powder (8.2 g), and the yield is 64percent. (0069) ¹H NMR, δ: 8.06 (d, 2H, J=8.7 Hz), 6.93 (d, 2H, J=8.7 Hz), 6.48 (dd, 1H, J=1.5, 17.4 Hz), 6.21 (dd, 1H, J=10.2, 17.4 Hz), 5.86 (dd, 1H, J=1.5, 10.2 Hz), 4.17 (t, 2H, J=6.6 Hz), 4.05 (t, 2H, J=6.6 Hz), 1.85-1.81 (m, 2H), 1.75-1.70 (m, 2H), 1.53-1.46 (m, 4H).
1.66 g	Stage #1: With triethylamine In tetrahydrofuran at 0℃; for 0.5 h; Stage #2: at 0 - 20℃; for 25 h;	3 g of the obtained compound E was dissolved in anhydrous tetrahydrofuran (THF,And 3.51 ml of triethylamine (Acros) was added thereto. The mixture was cooled to 0 ° C and stirred for 30 minutes.2.05 ml of acryloyl chloride (TCI) was dissolved in 12 ml of anhydrous tetrahydrofuran (THF, THF), stirred at 0 ° C for 1 hour, and then stirred for 24 hours while being warmed to room temperature.After completion of the reaction, the reaction mixture was removed under reduced pressure, and the resultant was subjected to column purification to obtain 1.66 g of compound F (4- (6- (acryloyloxy) hexyloxy) benzoic acid.

Reference： [1] Patent: WO2005/30696, 2005, A1, . Location in patent: Page/Page column 11-12
[2] Patent: WO2005/30696, 2005, A1, . Location in patent: Page/Page column 11; 13
[3] Patent: WO2005/30696, 2005, A1, . Location in patent: Page/Page column 9-10
[4] Journal of Materials Chemistry C, 2015, vol. 3, # 18, p. 4663 - 4669
[5] Patent: WO2005/30696, 2005, A1, . Location in patent: Page/Page column 11; 13
[6] Patent: WO2005/30696, 2005, A1, . Location in patent: Page/Page column 11; 13
[7] Patent: WO2005/30696, 2005, A1, . Location in patent: Page/Page column 11; 13
[8] Patent: WO2005/30696, 2005, A1, . Location in patent: Page/Page column 11
[9] Patent: WO2005/30696, 2005, A1, . Location in patent: Page/Page column 11; 13-14
[10] Chemical Communications, 2014, vol. 50, # 6, p. 691 - 694
[11] Patent: US9273246, 2016, B2, . Location in patent: Page/Page column 13
[12] Patent: WO2005/30696, 2005, A1, . Location in patent: Page/Page column 11; 14
[13] Patent: WO2005/30696, 2005, A1, . Location in patent: Page/Page column 11; 13
[14] Patent: WO2005/30696, 2005, A1, . Location in patent: Page/Page column 11; 14
[15] Patent: WO2005/30696, 2005, A1, . Location in patent: Page/Page column 11; 14
[16] Patent: WO2005/30696, 2005, A1, . Location in patent: Page/Page column 11; 14
[17] Patent: WO2005/30696, 2005, A1, . Location in patent: Page/Page column 11; 14
[18] Patent: WO2005/30696, 2005, A1, . Location in patent: Page/Page column 11; 13
[19] Patent: US6049000, 2000, A,
[20] Patent: EP1405850, 2004, A1, . Location in patent: Page 15
[21] Journal of Polymer Science, Part A: Polymer Chemistry, 2010, vol. 48, # 14, p. 2975 - 2981
[22] Reactive and Functional Polymers, 2010, vol. 70, # 4, p. 217 - 222
[23] Journal of Polymer Science, Part A: Polymer Chemistry, 2011, vol. 49, # 3, p. 770 - 780
[24] Patent: KR2017/109833, 2017, A, . Location in patent: Paragraph 0098; 0106; 0109

3
[ 83883-25-4 ]
[ 125248-71-7 ]

Reference： [1] Chemical Communications, 2014, vol. 50, # 6, p. 691 - 694

[ 83883-25-4 ] Synthesis Path-Downstream 1~12

1
[ 625-38-7 ]
[ 83883-25-4 ]
[ 141522-65-8 ]

Yield	Reaction Conditions	Operation in experiment
86%	With toluene-4-sulfonic acid; hydroquinone

Reference： [1]Jacobs, Howard A.; Day, Gary M.; Jackson, W. Roy; Simon, George P.; Watson, Keith G.; Zheng, S. [Australian Journal of Chemistry, 1992, vol. 45, # 4, p. 695 - 702]

2
[ 79-41-4 ]
[ 83883-25-4 ]
[ 91652-00-5 ]

Yield	Reaction Conditions	Operation in experiment
	With toluene-4-sulfonic acid; hydroquinone In chloroform for 12h;
	With pyridinium p-toluenesulfonate; hydroquinone In chloroform

Reference： [1]Koide, Naoyuki; Uehara, Keiichi; Iimura, Kazuyoshi [Molecular Crystals and Liquid Crystals (1969-1991), 1988, vol. 157, p. 151 - 162]
[2]Ujiie, Seiji; Maekawa, Kazuhiko; Takahashi, Satoshi; Iimura, Kazuyoshi [Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1993, vol. 237, p. 477 - 482]
[3]Contoret, Adam; Farrar, Simon; Jackson, Perregrin; Kelly, Stephen M.; Khan, Sultan; Nicholls, Edward; Oneill, Mary; Richards, Gary [Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2001, vol. 364, p. 511 - 518]

3
[ 83883-25-4 ]
[ 79-10-7 ]
[ 83883-26-5 ]

Yield	Reaction Conditions	Operation in experiment
70%	With toluene-4-sulfonic acid; hydroquinone; In benzene; for 5h;Dean-Stark; Inert atmosphere;	Synthesized above 4- (6-hydroxyhexyloxy) benzoic acid (13.47g, 56.53mmol) and the acid catalyst is p- toluenesulfonic acid (2.23g, 13mmol), a polymerization inhibitor, hydroquinone (2.3g, 20.9mmol) and excess acid (15ml, 07.2mmol) in benzene under nitrogen was introduced into the dissolution Dean-Stark trap (Dean stark trap) was refluxed for 5 hours until the removal of water generated in the reaction flask is connected sikimyeo. Dissolving the reaction material from the solvent under reduced pressure and then ends in diethyl ether and was thoroughly washed with distilled water until the pH is about 4-5. The obtained organic solvent into the magnesium sulfate (magnesium sulfate) the layer after removal of the water filtration by distillation under reduced pressure and was recrystallized from material with isopropanol (Isopropanol) solid product in powder form striking a pale pink title compound (Yield: 70.0percent ) was obtained.
35.3%	With toluene-4-sulfonic acid; hydroquinone; In benzene; for 12h;Reflux; Dean-Stark;	14.0 g (58.8 mmol) of the obtained 4-(6-hydroxyhexyloxy)benzoic acid, 36.0 g (500 mmol) of acrylic acid, 2.00 g (11.7 mmol) of p-toluenesulfonic acid as an acid catalyst, and 1.20 g (11.8 mmol) of the polymerization inhibitor hydroquinone was dissolved in benzene. The mixed solution was refluxed in a flask connected to a Dean stark trap for about 12 hours until the amount of stoichiometry of water produced through the reaction was removed. After completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was dissolved in 300 mL of ethyl acetate. The mixed solution was washed with distilled water until no acrylic acid was found. At this time, the pH of the distilled water was checked to determine the presence of acrylic acid. Magnesium sulfate was added to the organic solution layer to dry the water. After filtration, the solvent was distilled off under reduced pressure, recrystallized from isopropyl alcohol to obtain 4-(6-(acryloyloxy)hexyloxy) benzoic acid as a white powdery solid.
21.3%	With toluene-4-sulfonic acid; hydroquinone; In benzene;Dean-Stark;	The compound of Formula 1-1 (8.3 g, 34.83 mmol),Acrylic acid (21.58 g, 299.47 mmol),P-toluenesulfonic acid (1.37 g, 8.01 mmol) as an acid catalyst,The polymerization inhibitor hydroquinone (1.40 g, 12.90 mmol) was dissolved in benzene and reacted in a flask connected with a dean-stark trap until the resulting stoichiometric amount of water was removed to about 4-5 Lt; / RTI & gt;After completion of the reaction, the solvent was distilled off under reduced pressure, and the obtained product was dissolved in diethyl ether (200 ml). The mixed solution was washed with distilled water until no acrylic acid was found. At this time, the pH of distilled water was checked to confirm the presence of acrylic acid. The resulting filtrate was distilled under reduced pressure, and the obtained product was recrystallized from isopropyl alcohol to obtain the compound of Formula 1-2 (yield: 21.3percent) as a pinkish white powder.

22g

With toluene-4-sulfonic acid; In toluene; for 4h;Dean-Stark; Reflux;

Reference： [1]Molecular Crystals and Liquid Crystals (1969-1991),1988,vol. 155,p. 113 - 128
[2]Patent: KR2015/105610,2015,A .Location in patent: Paragraph 0151-0153
[3]Canadian Journal of Chemistry,1995,vol. 73,p. 1811 - 1817
[4]Chemistry Letters,1994,p. 557 - 560
[5]Patent: KR2016/126298,2016,A .Location in patent: Paragraph 0077-0080
[6]Patent: KR2015/80120,2015,A .Location in patent: Paragraph 0086; 0092; 0093
[7]Molecular Crystals and Liquid Crystals (1969-1991),1988,vol. 157,p. 151 - 162
[8]Macromolecules,2003,vol. 36,p. 9060 - 9066
[9]Patent: EP1205467,2002,A1 .Location in patent: Page 9
[10]Patent: EP1174412,2002,A1 .Location in patent: Page 74
[11]Molecular Crystals and Liquid Crystals,2016,vol. 624,p. 1 - 10
[12]Patent: KR101523330,2015,B1 .Location in patent: Paragraph 0193; 0194

4
[ 83883-25-4 ]
[ 920-46-7 ]
[ 91652-00-5 ]

Yield	Reaction Conditions	Operation in experiment
	With pyridine
	With 2,6-di-tert-butyl-4-methyl-phenol In 1,4-dioxane; N,N-dimethyl acetamide at 60℃;
	With triethylamine In tetrahydrofuran at 0℃;

Stage #1: 4-(6-hydroxyhexyloxy)benzoic acid; Methacryloyl chloride With triethylamine In 1,4-dioxane at 0 - 20℃; Stage #2: With acetic acid at 100℃; for 0.5h;

1 The synthesized 4-((6-hydroxyhexyl)oxy)benzoic acid (1 g, 4.2 mmol) and Triethylamine (1 ml, 16.9 mmol) were dissolved in 1,4-dioxane (20 ml). After the mixture was cooled to 0° C., Methacryloyl chloride (1 ml, 9.6 mmol) was slowly added. After stirring at room temperature for 10 to 15 hours, it was poured into cold water. After the reaction was extracted using ethyl acetate (EA), all the solvents were evaporated. Acetic acid was added and boiled at 100° C. for 30 minutes. After cooling the reaction product sufficiently, it was put in cold water to precipitate and then filtered. The filtered precipitate was washed several times with water and hexane to synthesize 4-((6-(methacryloyloxy)hexyl)oxy)benzoic acid (compound 2) with methacrylate capable of polymerization.

Reference： [1]Mariam, Yitbarek H.; Pemawansa, Kariyawasam P. W.; Okoh, Fred; Bota, Kofi B. [Molecular Crystals and Liquid Crystals (1969-1991), 1986, vol. 141, p. 77 - 96]
[2]Aldred, Matthew P.; Vlachos, Panos; Contoret, Adam E. A.; Farrar, Simon R.; Chung-Tsoi; Mansoor, Bassam; Woon, Kai L.; Hudson, Robert; Kelly, Stephen M.; O'Neill, Mary [Journal of Materials Chemistry, 2005, vol. 15, # 31, p. 3208 - 3213]
[3]Location in patent: scheme or table Palani; Saravanan; Kannan [Journal of Chemical Sciences, 2011, vol. 123, # 1, p. 81 - 89]
[4]Current Patent Assignee: CHONBUK NATIONAL UNIVERSITY - KR102112704, 2020, B1 Location in patent: Paragraph 0144; 0149

5
[ 2009-83-8 ]
[ 99-96-7 ]
[ 83883-25-4 ]

Yield	Reaction Conditions	Operation in experiment
78.1%	With potassium iodide; potassium hydroxide; In ethanol; water; at 20℃; for 48h;	It was dissolved in potassium hydroxide (potassium hydroxide) (10.78g, 192.12mmol) and a small amount of iodine and potassium screen (potassiumiodide) ethanol and a mixed solvent of distilled water under nitrogen 4-hydroxybenzoic acid (4-hydroxybenzoic acid) (10g,Added 72.40mmol), stirred and completely dissolved. Thereafter was added dropwise <strong>[2009-83-8]6-chloro-1-hexanol</strong> (<strong>[2009-83-8]6-chloro-1-hexanol</strong>) (9.7ml, 72.40mmol) at room temperature, the reaction temperature up to reflux for 48 hours. After the reaction solvent was evaporated under reduced pressure to after the remaining material is dissolved in distilled water, washed with diethyl ether was added dropwise to the aqueous solution of HCl until the pH is 2. In this case, when a white solid precipitated was neutralized it was filtered and then washed several times with distilled water, filtered precipitate was recrystallized with ethanol, the title compound as a white powder form of the solid product (Yield: 78.1%) was obtained theAll.
60%	With potassium iodide; sodium hydroxide; for 4h;Reflux;	I-a-4-3) (6 g, 43 mmol) p-hydroxybenzoic acid, (7.1 g, 52 mmol) chlorohexanol, (3.44 g, 86 mmol) sodium hydroxide,(0.7g, 4.3mmol) potassium iodide and 50mL water were added to a three-necked flask, heated to reflux, and refluxed for 4 hours,The temperature was lowered, hydrochloric acid was added to the reaction solution, the reaction solution was filtered, and the filter cake was recrystallized twice from ethyl acetate to obtain (6.1 g, 26 mmol) in a yield of 60%
52%	With potassium iodide; potassium hydroxide; In ethanol; water; at 20 - 100℃; for 48.17h;	First, 8.13 g (145 mmol) of potassium hydroxide, and a small amount of potassium iodide were dissolved in a mixed solvent of 30 mL of ethanol and 20 mL of distilled water, 10.0 g (72.4 mmol) of 4-hydroxybenzoic acid was added and dissolved completely while stirring. Then, 9.85 g (78.4 mmol) of <strong>[2009-83-8]6-chloro-1-hexanol</strong> was slowly added dropwise over 10 minutes at room temperature while stirring rapidly, the temperature was raised to about 100 C, and the mixture was refluxed for 48 hours. After completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was dissolved in distilled water and washed three times with diethyl ether. A small amount of HCl was added until the pH of the aqueous layer becomes 2, and a white solid was precipitated. After filtration, the precipitate was washed several times with distilled water and neutralized to pH 5. Finally, the precipitate was recrystallized from ethanol to obtain a solid product of white powdery form, 4- (6-hydroxyhexyloxy) benzoic acid. Yield 52%.

40.9%	With potassium iodide; potassium hydroxide; In ethanol; water; at 100℃; for 48h;	After dissolving potassium hydroxide (KOH, 10.78 g, 192.12 mmol) and a small amount of potassium iodide (KI) in a mixed solvent of ethanol (30 ml) and distilled water (20 ml), 4-hydroxybenzoic acid (10.00 g, 72.40 mmol) was added and stirred to dissolve completely. Then, <strong>[2009-83-8]6-chloro-1-hexanol</strong> (9.01 g, 65.95 mmol) was slowly added (over 10 minutes) at room temperature while stirring the reaction mixture.After that,The temperature was raised to about 100 & lt; 0 &And refluxed for 48 hours.After completion of the reaction, the solvent was distilled off under reduced pressure, and the obtained product was dissolved in distilled water and washed three times with diethyl ether. A small amount of hydrochloric acid (HCl) was added until the pH of the aqueous layer became 2, and a white solid precipitated. After filtration of the precipitate, the filtered precipitate was washed several times with distilled water and neutralized to pH 5. Finally, the precipitate was recrystallized from ethanol to obtain a compound of Formula 1-1 (yield: 40.9%) in the form of a white powder.
	In tetrahydrofuran;	4-(6-hydroxyhexyloxy)benzoic acid A mixture of 4-hydroxybenzoic acid (138 g, 1.0 mol) and <strong>[2009-83-8]6-chloro-1-hexanol</strong> (150 g, 1.1 mol) was treated as described above to give a solid (101.2 g, mp 127-132C). Recrystallization of a portion of the solid from tetrahydrofuran gave pure 4-(6-hydroxyhexyloxy)benzoic acid: mp 132-135C.
17g	With tetrabutylammomium bromide; potassium iodide; sodium hydroxide; In ethanol; water; at 50 - 70℃; for 3h;	In addition, the mixture was stirred at a stirrer, condenser, and a reaction vessel provided with a thermometer 4-hydroxy-benzoic acid 13.8g (100 mmol), potassium iodide 2.5g, 0.7g tetrabutyl ammonium bromide, and 400ml of ethanol were charged at room temperature.It was added dropwise a 25% aqueous solution of sodium hydroxide, 12g slowly.After the addition, maintaining the reaction vessel at 50 , and was added dropwise to 6-chloro-hexanol 20g (150 mmol) slowly.After the addition was completed, the reaction vessel also by heating to 70 by further reaction for 3 hours.After completion of the reaction, neutralized with 10% hydrochloric acid and subjected to extraction with ethyl acetate, dried over sodium sulfate, the solvent was concentrated to 17g to synthesize compounds shown in formula (23).
20.4 g		25.0 g of 4-hydroxybenzoic acid was dissolved in 300 mL of water and 100 mL of ethanol. 25.5 g of KOH was added thereto, and the mixture was heated under reflux for 1 hour. Then, 30.7 g of 6-chlorohexan-1-ol was slowly added and the reaction mixture was further heated for 72 hours. The solvent was removed and the residue was dissolved in water and washed with chloroformI got it. The water layer was acidified with a 1 M aqueous hydrochloric acid solution to a pH of 7 or less. The resulting precipitate was filtered, washed with cold water, and then dried under reduced pressure. The obtained solid was recrystallized from ethanol to obtain 20.4 g of the compound 1-01-.

Reference： [1]Patent: KR2015/105610,2015,A .Location in patent: Paragraph 0145-0148
[2]Patent: CN110551078,2019,A .Location in patent: Page/Page column 16; 17; 19-23
[3]Canadian Journal of Chemistry,1995,vol. 73,p. 1811 - 1817
[4]Patent: KR2016/126298,2016,A .Location in patent: Paragraph 0073-0076
[5]Patent: KR2015/80120,2015,A .Location in patent: Paragraph 0086-0088
[6]Chemistry Letters,1991,p. 1037 - 1040
[7]Molecular Crystals and Liquid Crystals (1969-1991),1988,vol. 157,p. 151 - 162
[8]Molecular Crystals and Liquid Crystals (1969-1991),1986,vol. 141,p. 77 - 96
[9]Patent: EP1205467,2002,A1 .Location in patent: Page 9
[10]Patent: EP445628,1991,A2
[11]Patent: EP1174412,2002,A1 .Location in patent: Page 74
[12]Journal of Polymer Science, Part A: Polymer Chemistry,2010,vol. 48,p. 2975 - 2981
[13]Journal of Polymer Science, Part A: Polymer Chemistry,2011,vol. 49,p. 770 - 780
[14]Molecular Crystals and Liquid Crystals,2016,vol. 624,p. 1 - 10
[15]Patent: KR101523330,2015,B1 .Location in patent: Paragraph 0191; 0192
[16]Patent: KR2016/107954,2016,A .Location in patent: Paragraph 0111; 0112
[17]Patent: KR102112704,2020,B1 .Location in patent: Paragraph 0144; 0148

6
[ 4286-55-9 ]
[ 99-96-7 ]
[ 83883-25-4 ]

Yield	Reaction Conditions	Operation in experiment
96.2%	With potassium hydroxide In ethanol; water for 15h; Reflux;
73.6%	With potassium hydroxide In ethanol; water for 36h; Reflux;
66%	With potassium hydroxide In ethanol; water

	With potassium hydroxide; potassium iodide In ethanol; water
	With sodium hydroxide; potassium iodide In methanol; water
	With potassium hydroxide; potassium iodide In ethanol

Reference： [1]Hu, Wei; Qin, Shengyu; Ren, Yunxiao; Shao, Yu; Sun, Chang; Wang, Qian; Wu, Yu; Yang, Dengke; Yang, Huai; Zhang, Lanying [Angewandte Chemie - International Edition, 2021, vol. 60, # 35, p. 19406 - 19412][Angew. Chem., 2021, vol. 133, # 35, p. 19555 - 19561]
[2]Chen, Dongzhong; Cheng, Pin; Fang, Jianglin; Wu, Zhongying; Xu, Tianchi; Zhao, Weiguang [New Journal of Chemistry, 2020, vol. 44, # 26, p. 10902 - 10910]
[3]Lacoudre, Nelly; Borgne, Alain le; Spassky, Nicolas; Vairon, Jean-Pierre; Barny, Pierre le; et al. [Molecular Crystals and Liquid Crystals (1969-1991), 1988, vol. 155, p. 113 - 128]
[4]Jacobs, Howard A.; Day, Gary M.; Jackson, W. Roy; Simon, George P.; Watson, Keith G.; Zheng, S. [Australian Journal of Chemistry, 1992, vol. 45, # 4, p. 695 - 702] Morishima, Yotaro; Fujita, Junko; Ikeda, Takahiro; Kamachi, Mikiharu [Chemistry Letters, 1994, # 3, p. 557 - 560]
[5]Contoret, Adam; Farrar, Simon; Jackson, Perregrin; Kelly, Stephen M.; Khan, Sultan; Nicholls, Edward; Oneill, Mary; Richards, Gary [Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2001, vol. 364, p. 511 - 518]
[6]Hu, Jian-She; Zhang, Bao-Yan; Jia, Ying-Gang; Chen, Song [Macromolecules, 2003, vol. 36, # 24, p. 9060 - 9066]

7
[ 83883-25-4 ]
[ 83847-14-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 67 percent / hydroquinone, p-toluenesulphonic acid / benzene / 20 h / Heating 2: 1.) thionyl chloride, 2,6-di-tert-butyl-4-methyl phenol, DMF; 2.) triethylamine / 1.) 25 min; 2.) chloroform, room t., 24 h

Reference： [1]Cowie, J. M. G.; Hunter, H. W. [Canadian Journal of Chemistry, 1995, vol. 73, p. 1811 - 1817]

8
[ 120-47-8 ]
[ 4286-55-9 ]
[ 83883-25-4 ]

Yield	Reaction Conditions	Operation in experiment
83%	With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 8h;	8 Preparation Example 8 Preparation of Compound 8 Represented by Formula (1-8) Ethyl 4-hydroxybenzoate(7.0 g, 44 mmol),Potassium carbonate (6.5 g, 47 mmol)DMF (250 ml)6-Bromohexanol in suspensionAdd (7.3 g, 41 mmol),Stir at 80 ° C. for 8 hours.After the reaction,Dilute the reaction solution with water,The mixture was extracted with ethyl acetate and the solvent was evaporated.The crude body obtained,Add an aqueous solution of potassium hydroxide (2.8 g, 47 mmol),It was reacted and hydrolyzed at 100 ° C. for 4 hours.After the reaction,Add hydrochloric acid solution,Subsequently, ethyl acetate was added for extraction, and the solvent was evaporated. The residue was purified by silica gel chromatography, and the solvent was evaporated to obtain p- (6-hydroxyhexyloxy) benzoic acid in a yield of 83% (8.7 g, 37 mmol).
	Stage #1: Ethyl 4-hydroxybenzoate; 1-bromo-6-hexanol With potassium carbonate In DMF (N,N-dimethyl-formamide) at 100℃; for 4h; Stage #2: With potassium hydroxide In water for 3h; Heating / reflux;	3 Example 3 In accordance with Scheme 3 below, an acrylic compound 3 having an oxetanyl group (acrylic compound 3) was synthesized. The 1H-NMR spectrum of the acrylic compound 3 is shown in Fig. 3.

Reference： [1]Current Patent Assignee: DAI NIPPON PRINTING CO LTD - JP6473537, 2019, B1 Location in patent: Paragraph 0254; 0255
[2]Current Patent Assignee: ENEOS HOLDINGS INC; ENEOS (in: ENEOS Holdings) - EP1405850, 2004, A1 Location in patent: Page 15

9
[ 83883-25-4 ]
[ 814-68-6 ]
[ 83883-26-5 ]

Yield	Reaction Conditions	Operation in experiment
~ 100%	In ISOPROPYLAMIDE; at 25 - 30℃; for 1.25h;Product distribution / selectivity;	Example 3 (E 3) ; synthesis of compound 1:; In a 250 ml chemical reactor are dissolved 23.89 G (0.10 mol) of 4- (6-hydroxyhexyloxy) benzoic acid (PURITY-100percent, preparation e. g. literature mentioned in example 1) in 100 G of dimethyl- acetamide at ca. 20°C. To the dear, stirred solution are gradually added 10.26 g (0.11 mol) of acryloyl chloride (Aldrich 96percent), keeping the reaction temperature below 35°C by external cooling. After the addition, which takes about 15 minutes, the reaction mixture is stirred for 1 hours at 30°C, when TLC analysis (Silicagel, Cyclohexane : ETHYLACETATE : Acetic acid = 50: 50: 2, parts b. volume, UV fluorescence indicator) indicates completion of the reaction. A nearly colourless suspension is formed. It is gradually precipitated into 400 ml of cold water using a high speed stirrer (1300 rpm). After finishing the addition, the suspension is stirred for 1/2hour and filtered. The filter residue is washed twice with warm (-40°C) water (400 ml), filtered and the residue dried in vacuo at 25°C. The thus obtained colourless, crystalline solid is dissolved in 93.40 G toluene at 70°C, 0.14 9 of di-tert. butyl-p-cresole (BHT, polymerisation inhibitor) added and the solution cooled slowly to 0°C. The crystalline precipitate is filtered off and dried in vacuum at 35°C to constant weight. 24.40 G (83.5percent o. th. ) of colourless, crystalline 4- (6-ACRYLOYLOXYHEXYLOXY) benzoic acid = compound (1) are obtained.
95%	In 1-methyl-pyrrolidin-2-one; toluene; at 25 - 40℃;Product distribution / selectivity;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
92%	With 10H-phenothiazine; In 1-methyl-pyrrolidin-2-one; at 25 - 30℃; for 3h;Product distribution / selectivity;	Example 1 (E 1); Synthesis of compound 1:; In a 30 litre chemical reactor are dissolved 4766.00 G (PURITY-100percent, 20.00 mol) of 4- (6- hydroxyhexyloxy) benzoic acid (preparation e. g. M. Portugal, H. Ringsdorf, R. Zentel, Makromol. Chem. 183,2311-2321 (1982) ) and 2.91 G phenothiazin (polymerisation inhibitor) in 10 000 mi of N-methyl pyrrolidone at ca. 20°C. To the clear, stirred solution 2074 g of acryloyl chloride (Aldrich, 96percent, 22 mol) are gradually added, keeping the reaction temperature BELOW 30°C by external cooling. After the addition, which takes about 1 hour, the reaction mixture is stirred for 2 hours at 25°C, when TLC analysis (Silicagel, Cydohexane: Ethylacetate : Acetic acid = 50: 50: 2, parts b. volume, UV fluorescence indicator) indicates completion of the reaction. A yellowish suspension is formed. It is gradually precipitated into 33'000 ML of water using a high speed stirrer (1300 rpm) and keeping the temperature below 25°C. After finishing the addition, the suspension is stirred for 1/2 HOUR and filtered. The filter residue is washed twice with 5000 ml of warm (-40°C) water and redispersed in 33'000 ML of warm water FOR 1/2 HOUR, FILTERED and the residue washed twice with 5000 ml of warm water. The moist residue is added to 20'000 ml of toluene, 2.93 g of di-tert. butyl-p-cresole (BHT, polymerisation inhibitor) are added and the mixture heated to 65°C to dissolve. A slightly coloured emulsion of some water in toluene results. The water phase is separated off and to the toluene solution is added 150.00 g of Bleicherde Tonsil Standard 312 ff (Fullers earth, Achenbach BUSCHHUTTEN GmbH, D-57223 KREUZTAL, Germany) and 150.00 g of Hyflo (diatomaceous earth, Mansville Corp. ) and the suspension stirred for 1/2HOUR at 65°C. The suspension is filtered and the clear filtrate cooled to 0°C and kept for several hours to crystallize the product, which is filtered off and dried in vacuum at T = 35°C. 5383.60 G (92percent o. th. ) of COLOURLESS, CRYSTALLINE 4-(6-ACRYLOYLOXYHEXYLOXY) benzoic ACID = compound (1) is obtained.

89%	In 1-methyl-pyrrolidin-2-one; acetonitrile; at 25℃;Product distribution / selectivity;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
89.6%	In 1-methyl-pyrrolidin-2-one; acetone; at 0 - 5℃;Product distribution / selectivity;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
86%	In tetramethylurea; at 25 - 40℃;Product distribution / selectivity;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
85%	With N,N-dimethyl-aniline; In tetrahydrofuran; for 12h;	Next, tetrahydrofuran (150 mL) of p- (6-hydroxyethoxy) benzoic acid (7.1 g, 30 mmol), acryloyl chloride (2.5 g, 27 mmol), dimethylaniline (DMA) (3.3 g, 27 mmol), The suspension was stirred for 12 hours. After completion of the reaction, water and ethyl acetate were added to carry out liquid separation. The solvent is distilled off, the residue is purified by silica gel chromatography, and the solvent is distilled off to give 4- [6- (acryloyloxy) hexyloxy] benzoic acid in 85percent yield (7.4 g, 26 mmol). I got it.
83.5%	With 10H-phenothiazine; In 1-methyl-pyrrolidin-2-one; at 10 - 15℃; for 6h;Product distribution / selectivity;	Example 2 (E 2); synthesis of compound 1:; Example 1 is repeated, but instead of allowing a temperature of <30°C during the addition of the acryloyl chloride, the temperature this time is kept below 15°C during said addition by additional external cooling. After the addition the mixture is stirred for 6 hours at 10°C. The product isolation procedure is the same as described in example 1. 5506.70 G (94percent o. th.) of colourless, crystalline 4- (6-ACRYLOYLOXYHEXYLOXY) benzoic ACID = compound (1) is obtained.
81.6%	In 1-methyl-pyrrolidin-2-one; at -5 - 80℃;Product distribution / selectivity;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
64%	With triethylamine; In tetrahydrofuran; at 20℃;	The compound of formula 10 (10 g, 42 mmol) is added into triethylamine (5 ml) and tetrahydrofuran (30 ml), and acryloyl chloride (6.6 g, 63 mmol) is dropwise added in 0.5 h. The mixture reacts overnight at room temperature, and then is transferred into water (150 ml). The generated precipitate is filtrated, and the crude product is recrystallized with ethyl alcohol. The obtained compound of formula 11 is colourless powder (8.2 g), and the yield is 64percent. (0069) 1H NMR, delta: 8.06 (d, 2H, J=8.7 Hz), 6.93 (d, 2H, J=8.7 Hz), 6.48 (dd, 1H, J=1.5, 17.4 Hz), 6.21 (dd, 1H, J=10.2, 17.4 Hz), 5.86 (dd, 1H, J=1.5, 10.2 Hz), 4.17 (t, 2H, J=6.6 Hz), 4.05 (t, 2H, J=6.6 Hz), 1.85-1.81 (m, 2H), 1.75-1.70 (m, 2H), 1.53-1.46 (m, 4H).
	In 1-methyl-pyrrolidin-2-one; acetonitrile; at 25 - 40℃;Product distribution / selectivity;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
	In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 25 - 40℃;Product distribution / selectivity;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
	In DMF (N,N-dimethyl-formamide); at 25 - 30℃;Product distribution / selectivity;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
	In acetonitrile; at 25 - 40℃;Product distribution / selectivity;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
	In dimethyl sulfoxide; at 25 - 40℃;Reactivity (does not react);	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
	In tetrahydrofuran; at 25 - 40℃;Product distribution / selectivity;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
	In N-methylcaprolactam; at 25 - 40℃;Product distribution / selectivity;	Inventive (E 3-E 10) and comparative (CE 1-CE 8) Examples : synthesis of compound 1:; The reactions are conducted according to the procedure given in detail for Example 3.
	In 1,4-dioxane; water; N,N-dimethyl-aniline; isopropyl alcohol;	c 4-(6-Acryloyloxyhexyloxy)benzoic acid 16.0 g (0.067 mole) 4-(6-hydroxyhexyloxy)benzoic acid is added to a solution of 9.34 mL (0.074 mole) N,N-dimethylaniline in 90 mL 1,4-dioxane. At 60° C., 6.01 mL (0.074 mole) of freshly distilled acryloyl chloride was added slowly dropwise. It was then stirred for 2 hours at 60° C. When water was added, the product precipitated as a white precipitate and was then filtered off. For purification, the product was recrystallized in 200 mL 2-propanol. After drying 14.6 g (75percent) of white crystals were obtained. Characterization: 1 H NMR (CDCl3): 1.45 (m, 4H); 1.70 (M, 2H); 1.80 (m, 2H); 4.00 (t, 2H); 4.15 (t, 2H); 5.80 (dd, 1H); 6.10 (dd, 1H); 6.38 (dd, 1H); 6.90 (d, 2H); 8.05 (d, 2H) ppm IR(KBr): 2940; 1730; 1688; 1607; 1431; 1410; 1315; 1296; 1198; 1169; 986; 770 cm-1
	With 2,6-di-tert-butyl-4-methyl-phenol; N,N-dimethyl-aniline; In tetrahydrofuran; for 4h;Heating / reflux;	In accordance with Scheme 3 below, an acrylic compound 3 having an oxetanyl group (acrylic compound 3) was synthesized. The 1H-NMR spectrum of the acrylic compound 3 is shown in Fig. 3.
1.66 g		3 g of the obtained compound E was dissolved in anhydrous tetrahydrofuran (THF,And 3.51 ml of triethylamine (Acros) was added thereto. The mixture was cooled to 0 ° C and stirred for 30 minutes.2.05 ml of acryloyl chloride (TCI) was dissolved in 12 ml of anhydrous tetrahydrofuran (THF, THF), stirred at 0 ° C for 1 hour, and then stirred for 24 hours while being warmed to room temperature.After completion of the reaction, the reaction mixture was removed under reduced pressure, and the resultant was subjected to column purification to obtain 1.66 g of compound F (4- (6- (acryloyloxy) hexyloxy) benzoic acid.

Reference： [1]Patent: WO2005/30696,2005,A1 .Location in patent: Page/Page column 11-12
[2]Patent: WO2005/30696,2005,A1 .Location in patent: Page/Page column 11; 13
[3]Patent: WO2005/30696,2005,A1 .Location in patent: Page/Page column 9-10
[4]Journal of Materials Chemistry C,2015,vol. 3,p. 4663 - 4669
[5]Patent: WO2005/30696,2005,A1 .Location in patent: Page/Page column 11; 13
[6]Patent: WO2005/30696,2005,A1 .Location in patent: Page/Page column 11; 13
[7]Patent: WO2005/30696,2005,A1 .Location in patent: Page/Page column 11; 13
[8]Patent: JP6473537,2019,B1 .Location in patent: Paragraph 0254; 0255
[9]Patent: WO2005/30696,2005,A1 .Location in patent: Page/Page column 11
[10]Patent: WO2005/30696,2005,A1 .Location in patent: Page/Page column 11; 13-14
[11]Chemical Communications,2014,vol. 50,p. 691 - 694
[12]Patent: US9273246,2016,B2 .Location in patent: Page/Page column 13
[13]Patent: WO2005/30696,2005,A1 .Location in patent: Page/Page column 11; 14
[14]Patent: WO2005/30696,2005,A1 .Location in patent: Page/Page column 11; 13
[15]Patent: WO2005/30696,2005,A1 .Location in patent: Page/Page column 11; 14
[16]Patent: WO2005/30696,2005,A1 .Location in patent: Page/Page column 11; 14
[17]Patent: WO2005/30696,2005,A1 .Location in patent: Page/Page column 11; 14
[18]Patent: WO2005/30696,2005,A1 .Location in patent: Page/Page column 11; 14
[19]Patent: WO2005/30696,2005,A1 .Location in patent: Page/Page column 11; 13
[20]Patent: US6049000,2000,A
[21]Patent: EP1405850,2004,A1 .Location in patent: Page 15
[22]Journal of Polymer Science, Part A: Polymer Chemistry,2010,vol. 48,p. 2975 - 2981
[23]Reactive and functional polymers,2010,vol. 70,p. 217 - 222
[24]Journal of Polymer Science, Part A: Polymer Chemistry,2011,vol. 49,p. 770 - 780
[25]Patent: KR2017/109833,2017,A .Location in patent: Paragraph 0098; 0106; 0109

10
[ 760-93-0 ]
[ 83883-25-4 ]
[ 91652-00-5 ]

Yield	Reaction Conditions	Operation in experiment
60%	With dmap; triethylamine In dichloromethane at 0℃; for 5.5h;

Reference： [1]Siva Mohan Reddy; Narasimhaswamy; Mohana Raju [New Journal of Chemistry, 2014, vol. 38, # 9, p. 4357 - 4364]

11
[ 110-87-2 ]
[ 83883-25-4 ]
[ 201601-60-7 ]

Yield	Reaction Conditions	Operation in experiment
1.7 kg	With toluene-4-sulfonic acid In tetrahydrofuran at 50℃; for 48h;	10.3 To a reaction flask containing 6500 mL of tetrahydrofuran (THF) was added TsOH (17.13 g, 0.09 mol) and 4-((6-hydroxyhexyl)oxy)benzoic acid. The resulting suspension was stirred at room temperature and dihydropyran (984 ml, 10.80 mol) was added drop-wise over one hour, then heated to 50° C. After stirring for 24 hours at this temperature, dihydropyran (654 ml, 7.17 mol) was added dropwise over one hour and the reaction mixture was stirred at 50° C. for 24 hours. (0269) The solution was cooled to room temperature, filtered through diatomaceous earth then concentrated. The recovered product was dissolved in 9000 ml of methylene chloride, again filtered through diatomaceous earth, then concentrated and poured into 9000 ml of petroleum ether. The precipitate thus formed was collected by filtration and purified by recrystallization in petroleum ether and dried in vacuum to yield a white solid (1.70 Kg). NMR showed that the product had a structure consistent with 4-((6-((tetrahydro-2H-pyran-2-yl)oxy)hexyl)oxy)benzoic acid.

Reference： [1]Current Patent Assignee: ESSILORLUXOTTICA - US2017/275534, 2017, A1 Location in patent: Paragraph 0268

12
[ 83883-25-4 ]
[ 82200-53-1 ]

Reference： [1]New Journal of Chemistry,2020,vol. 44,p. 10902 - 10910

Same Skeleton Products

Related Products

Historical Records

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 83883-25-4 ] {[proInfo.proName]}

Quality Control of [ 83883-25-4 ]

Related Doc. of [ 83883-25-4 ]

Product Details of [ 83883-25-4 ]

Safety of [ 83883-25-4 ]

Application In Synthesis of [ 83883-25-4 ]

[ 83883-25-4 ] Synthesis Path-Upstream 1~3

[ 83883-25-4 ] Synthesis Path-Downstream 1~12

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry