[ CAS No. 4385-48-2 ] {[proInfo.proName]}

Name: 4385-48-2|Benzo[b][1,4]dioxin-2(3H)-one|98%
Brand: Ambeed
SKU: A933277
Price: 7.0 USD
Availability: InStock
Rating: 98 (26 reviews)

,{[proInfo.pro_purity]}

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

DV 2D 3D

3d Animation Molecule Structure of 4385-48-2

Structure of 4385-48-2 * Storage: {[proInfo.prStorage]}

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 [ 4385-48-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 4385-48-2 ]

SDS Specification

Alternatived Products of [ 4385-48-2 ]

Product Details of [ 4385-48-2 ]

CAS No. :	4385-48-2	MDL No. :	MFCD00187272
Formula :	C₈H₆O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ULEKGOXADQVOIF-UHFFFAOYSA-N
M.W :	150.13	Pubchem ID :	4685450
Synonyms :

Safety of [ 4385-48-2 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 4385-48-2 ]

* 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.

Downstream synthetic route of [ 4385-48-2 ]

[ 4385-48-2 ] Synthesis Path-Downstream 1~50

1
[ 6324-11-4 ]
[ 4385-48-2 ]

Yield	Reaction Conditions	Operation in experiment
	bei der Destillation;
	bei der Destillation;

Reference： [1]Moureu [Annales de Chimie (Cachan, France), 1899, vol. <7> 18, p. 130] Current Patent Assignee: Tobias - DE89593, 1800, C [Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 4, p. 1109][Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 4, p. 1109] Moureu [Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1898, vol. 127, p. 227][Bulletin de la Societe Chimique de France, 1899, vol. <3> 21, p. 104] Ludewig [Journal fur praktische Chemie (Leipzig 1954), 1900, vol. <2> 61, p. 360] Carter; Lawrence [Journal of the Chemical Society, 1900, vol. 77, p. 1224]
[2]Current Patent Assignee: Majert - DE87336, 1800, C [Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 4, p. 1107][Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 4, p. 1107]

2
[ 99186-63-7 ]
[ 4385-48-2 ]

Reference： [1]Journal of the Chemical Society,1915,vol. 107,p. 1595
[2]Journal of Heterocyclic Chemistry,1994,vol. 31,p. 1011 - 1016

3
[ 120-80-9 ]
[ 79-04-9 ]
[ 4385-48-2 ]

Yield	Reaction Conditions	Operation in experiment
70%	With TEA In dichloromethane for 4h; Heating;
	With calcium carbonate
	With triethylamine In toluene for 3h; Heating;

Reference： [1]Gandolfi, Carmelo A.; Domenico, Roberto Di; Spinelli, Silvano; Gallico, Licia; Fiocchi, Luigi; et al. [Journal of Medicinal Chemistry, 1995, vol. 38, # 3, p. 508 - 525]
[2]Current Patent Assignee: Chem. Fabr. v. Heyden; zitiert von Friedlaender [Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 4, p. 1109]
[3]Sampson, Peter; Crook, Michelle; Piorko, Adam [Journal of Heterocyclic Chemistry, 1994, vol. 31, # 4, p. 1011 - 1016]

4
[ 4385-48-2 ]
[ 4792-78-3 ]

Yield	Reaction Conditions	Operation in experiment
	With copper oxide-chromium oxide at 250℃; Hydrogenolyse;

Reference： [1]McClellan; Connor [Journal of the American Chemical Society, 1941, vol. 63, p. 484,486]

5
[ 4385-48-2 ]
[ 75724-80-0 ]

Yield	Reaction Conditions	Operation in experiment
	With nitric acid; acetic anhydride

Reference： [1]Berti [Gazzetta Chimica Italiana, 1957, vol. 87, p. 659,670]

6
[ 4385-48-2 ]
trans 2-(2-hydroxyethoxy)cyclohexanol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With nickel at 200℃; Hydrogenation;
	Multi-step reaction with 2 steps 1: copper oxide-chromium oxide / 250 °C / 73550.8 - 147102 Torr / Hydrogenolyse 2: Raney nickel / 200 °C / 73550.8 - 147102 Torr / Hydrogenation

Reference： [1]McClellan; Connor [Journal of the American Chemical Society, 1941, vol. 63, p. 484,486]
[2]McClellan; Connor [Journal of the American Chemical Society, 1941, vol. 63, p. 484,486]

7
[ 4385-48-2 ]
[ 34919-87-4 ]

Yield	Reaction Conditions	Operation in experiment
63%	With ammonia In water for 2h;
	With ammonium hydroxide

Reference： [1]Anisimova; Turchin; Golovanova; Vinogradova; Yuzhakov; Mashkovskii; Pleshkova; Sheinker [Pharmaceutical Chemistry Journal, 1997, vol. 31, # 5, p. 224 - 228]
[2]Current Patent Assignee: AKZO NOBEL NV - DE2126169, 1971, A1 [Chem.Abstr., 1972, vol. 76, # 72289][Chem.Abstr., 1972, vol. 76, # 72289]

8
[ 98-98-6 ]
[ 4385-48-2 ]
[ 103681-70-5 ]

Yield	Reaction Conditions	Operation in experiment
51 % Turnov.	In various solvent(s) for 3h; Heating;
51 % Turnov.	With 4-methylisopropylbenzene Heating;

Reference： [1]Dzvinchuk, I. B.; Lozinskii, M. O. [Chemistry of Heterocyclic Compounds, 1985, vol. 21, # 11, p. 1295][Khimiya Geterotsiklicheskikh Soedinenii, 1985, vol. 21, # 11, p. 1570]
[2]Dzvinchuk, I. B.; Sereda, S. V.; Lozinskii, M. O.; Struchkov, Yu. T. [Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 5.2, p. 914 - 920][Zhurnal Organicheskoi Khimii, 1991, vol. 27, # 5, p. 1058 - 1065]

9
[ 67-56-1 ]
[ 6324-11-4 ]
[ 4385-48-2 ]

Yield	Reaction Conditions	Operation in experiment
18%	With toluene-4-sulfonic acid In benzene for 3h; Heating;

Reference： [1]Sampson, Peter; Crook, Michelle; Piorko, Adam [Journal of Heterocyclic Chemistry, 1994, vol. 31, # 4, p. 1011 - 1016]

10
[ 4385-48-2 ]
[ 34920-08-6 ]
7-bromo-1,4-benzodioxin-2(3H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 4% 2: 13%	With N-Bromosuccinimide In tetrahydrofuran for 0.5h;
11%	With N-Bromosuccinimide; Perbenzoic acid In tetrahydrofuran for 3h; Irradiation;

Reference： [1]Sampson, Peter; Crook, Michelle; Piorko, Adam [Journal of Heterocyclic Chemistry, 1994, vol. 31, # 4, p. 1011 - 1016]
[2]Sampson, Peter; Crook, Michelle; Piorko, Adam [Journal of Heterocyclic Chemistry, 1994, vol. 31, # 4, p. 1011 - 1016]

11
[ 59-47-2 ]
[ 4385-48-2 ]
[ 17753-05-8 ]

Reference： [1]Journal of Medicinal Chemistry,1968,vol. 11,p. 904 - 907

12
[ 104-29-0 ]
[ 4385-48-2 ]
[ 39719-58-9 ]

Reference： [1]Farmaco, Edizione Scientifica,1972,vol. 27,p. 870 - 875

13
[ 4385-48-2 ]
[ 101421-67-4 ]

Yield	Reaction Conditions	Operation in experiment
	With nitric acid; acetic anhydride

Reference： [1]BERTI; SAETTONE [Farmaco, Edizione Scientifica, 1960, vol. 15, p. 431 - 441]

14
[ 4385-48-2 ]
[ 5770-59-2 ]

Yield	Reaction Conditions	Operation in experiment
95%	With diisobutylaluminium hydride In toluene at -70℃; for 1h;

Reference： [1]Gandolfi, Carmelo A.; Domenico, Roberto Di; Spinelli, Silvano; Gallico, Licia; Fiocchi, Luigi; et al. [Journal of Medicinal Chemistry, 1995, vol. 38, # 3, p. 508 - 525]

15
[ 4385-48-2 ]
[ 107-15-3 ]
[ 53259-03-3 ]

Yield	Reaction Conditions	Operation in experiment
	In N,N-dimethyl-formamide

Reference： [1]Ashby,J. et al. [Synthetic Communications, 1974, vol. 4, p. 113 - 117]

16
[ 4385-48-2 ]
[ 4792-78-3 ]

Yield	Reaction Conditions	Operation in experiment
	at 250℃; Hydrogenation;

Reference： [1]McClellan; Connor [Journal of the American Chemical Society, 1941, vol. 63, p. 484,486]

17
[ 4385-48-2 ]
[ 107-21-1 ]
[ 108-93-0 ]

Yield	Reaction Conditions	Operation in experiment
	at 200℃; Hydrogenation;

Reference： [1]McClellan; Connor [Journal of the American Chemical Society, 1941, vol. 63, p. 484,486]

18
[ 4385-48-2 ]
[ 137-07-5 ]
2-(o-hydroxyphenoxymethyl)benzothiazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	In o-xylene Heating;

Reference： [1]Dzvinchuk; Lozinsky [Chemistry of Heterocyclic Compounds, 1999, vol. 35, # 11, p. 1370 - 1372]

19
[ 4385-48-2 ]
[ 183283-10-5 ]
7-[2-(4,5-dihydro-1H-imidazol-2-yl)-1,2-dihydrophthalazin-1-yl]-1,4-benzodioxin-2(3H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
42%	With hydrogenchloride; methanol at 20℃; for 72h;

Reference： [1]Saczewski, Franciszek; Kobierska, Ewa; Petrusewicz, Jacek; Gendzwill, Anna; Gdaniec, Maria [Heterocycles, 2003, vol. 60, # 3, p. 571 - 581]

20
[ 856190-95-9 ]
[ 4385-48-2 ]
[ 856190-96-0 ]

Yield	Reaction Conditions	Operation in experiment
76%	In dichloromethane at 0 - 20℃; for 3h;

Reference： [1]Brittain, Dominic E. A.; Griffiths-Jones, Charlotte M.; Linder, Michael R.; Smith, Martin D.; McCusker, Catherine; Barlow, Jaqueline S.; Akiyama, Ryo; Yasuda, Kosuke; Ley, Steven V. [Angewandte Chemie - International Edition, 2005, vol. 44, # 18, p. 2732 - 2737]

21
[ 4385-48-2 ]
2-(o-hydroxyphenoxymethyl)-3-methylbenzothiazolium methyl sulfate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 94 percent / o-xylene / Heating 2: 91 percent / propan-2-ol / 1 h / Heating

Reference： [1]Dzvinchuk; Lozinsky [Chemistry of Heterocyclic Compounds, 1999, vol. 35, # 11, p. 1370 - 1372]

22
[ 4385-48-2 ]
[2-(2,3-epoxypropoxy)phenoxy]acetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 63 percent / conc. aq. amonia solution / H₂O / 2 h 2: NaOH / dioxane; H₂O / 3 h / 70 - 80 °C

Reference： [1]Anisimova; Turchin; Golovanova; Vinogradova; Yuzhakov; Mashkovskii; Pleshkova; Sheinker [Pharmaceutical Chemistry Journal, 1997, vol. 31, # 5, p. 224 - 228]

23
[ 4385-48-2 ]
[ 34920-03-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 63 percent / conc. aq. amonia solution / H₂O / 2 h 2: NaOH / dioxane; H₂O / 3 h / 70 - 80 °C 3: 44 percent / methanol / 3 h / Heating

Reference： [1]Anisimova; Turchin; Golovanova; Vinogradova; Yuzhakov; Mashkovskii; Pleshkova; Sheinker [Pharmaceutical Chemistry Journal, 1997, vol. 31, # 5, p. 224 - 228]

24
[ 4385-48-2 ]
[2-(3-tert-butylamino-2-hydroxypropoxy)phenoxy]acetic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: 63 percent / conc. aq. amonia solution / H₂O / 2 h 2: NaOH / dioxane; H₂O / 3 h / 70 - 80 °C 3: 44 percent / methanol / 3 h / Heating 4: NaOH / H₂O / 5 h / 90 - 95 °C / Alkaline hydrolysis

Reference： [1]Anisimova; Turchin; Golovanova; Vinogradova; Yuzhakov; Mashkovskii; Pleshkova; Sheinker [Pharmaceutical Chemistry Journal, 1997, vol. 31, # 5, p. 224 - 228]

25
[ 120-80-9 ]
[ 4385-48-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: EtONa / ethanol / 16 h / Heating 2: 21 percent / conc. HCl / 1 h / Heating 3: 18 percent / PTSA / benzene / 3 h / Heating

Reference： [1]Sampson, Peter; Crook, Michelle; Piorko, Adam [Journal of Heterocyclic Chemistry, 1994, vol. 31, # 4, p. 1011 - 1016]

26
[ 4385-48-2 ]
(2-acetoxy-phenoxy)-acetic acid anilide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: diethyl ether

Reference： [1]Ludewig [Journal fur praktische Chemie (Leipzig 1954), 1900, vol. <2> 61, p. 360]

27
[ 4385-48-2 ]
(2-benzoyloxy-phenoxy)-acetic acid anilide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: diethyl ether 2: natrium carbonate

Reference： [1]Ludewig [Journal fur praktische Chemie (Leipzig 1954), 1900, vol. <2> 61, p. 360]

28
[ 4385-48-2 ]
[ 34919-96-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: water 2: (i) aq. NaOH, (ii) aq. NH₃

Reference： [1]Current Patent Assignee: AKZO NOBEL NV - DE2126169, 1971, A1 [Chem.Abstr., 1972, vol. 76, # 72289][Chem.Abstr., 1972, vol. 76, # 72289]

29
[ 4385-48-2 ]
[ 60787-30-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: water 2: (i) aq. NaOH, (ii) /BRN= 605259/
	Multi-step reaction with 3 steps 1: water 2: (i) aq. NaOH, (ii) aq. NH₃ 3: hydrogen / palladium on activated charcoal / ethanol / 50 °C / 36775.4 Torr

Reference： [1]Current Patent Assignee: AKZO NOBEL NV - DE2126169, 1971, A1 [Chem.Abstr., 1972, vol. 76, # 72289][Chem.Abstr., 1972, vol. 76, # 72289]
[2]Current Patent Assignee: AKZO NOBEL NV - DE2126169, 1971, A1 [Chem.Abstr., 1972, vol. 76, # 72289][Chem.Abstr., 1972, vol. 76, # 72289]

30
[ 4385-48-2 ]
[ 34920-13-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: water 2: (i) aq. NaOH, (ii) /BRN= 635703/ 3: hydrogen / palladium on activated charcoal / ethanol

Reference： [1]Current Patent Assignee: AKZO NOBEL NV - DE2126169, 1971, A1 [Chem.Abstr., 1972, vol. 76, # 72289][Chem.Abstr., 1972, vol. 76, # 72289]

31
[ 4385-48-2 ]
[ 34920-14-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 2: (i) aq. NaOH, (ii) /BRN= 605259/ 3: hydrogen / palladium on activated charcoal / ethanol

Reference： [1]Current Patent Assignee: AKZO NOBEL NV - DE2126169, 1971, A1 [Chem.Abstr., 1972, vol. 76, # 72289][Chem.Abstr., 1972, vol. 76, # 72289]

32
[ 4385-48-2 ]
[ 103095-46-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: acetic acid anhydride; nitric acid 2: ethanolic H₂SO₄
	Multi-step reaction with 3 steps 1: acetic acid anhydride; nitric acid 2: H₂O 3: ethanolic H₂SO₄

Reference： [1]Berti [Gazzetta Chimica Italiana, 1957, vol. 87, p. 659,670]
[2]Berti [Gazzetta Chimica Italiana, 1957, vol. 87, p. 659,670]

33
[ 4385-48-2 ]
[ 98594-63-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: acetic acid anhydride; nitric acid 2: ethanolic H₂SO₄ 3: palladium/charcoal / Hydrogenation 4: ethanol; N₂H₄+H₂O
	Multi-step reaction with 5 steps 1: acetic acid anhydride; nitric acid 2: H₂O 3: ethanolic H₂SO₄ 4: palladium/charcoal / Hydrogenation 5: ethanol; N₂H₄+H₂O

Reference： [1]Berti [Gazzetta Chimica Italiana, 1957, vol. 87, p. 659,670]
[2]Berti [Gazzetta Chimica Italiana, 1957, vol. 87, p. 659,670]

34
[ 4385-48-2 ]
[ 99076-31-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: acetic acid anhydride; nitric acid 2: ethanolic H₂SO₄ 3: palladium/charcoal / Hydrogenation
	Multi-step reaction with 4 steps 1: acetic acid anhydride; nitric acid 2: H₂O 3: ethanolic H₂SO₄ 4: palladium/charcoal / Hydrogenation

Reference： [1]Berti [Gazzetta Chimica Italiana, 1957, vol. 87, p. 659,670]
[2]Berti [Gazzetta Chimica Italiana, 1957, vol. 87, p. 659,670]

35
[ 4385-48-2 ]
[ 100959-20-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: HNO₃, Ac₂O 2: HNO₃
	Multi-step reaction with 3 steps 1: HNO₃, Ac₂O 2: HNO₃ / acetic acid 3: HNO₃ / acetic acid

Reference： [1]BERTI; SAETTONE [Farmaco, Edizione Scientifica, 1960, vol. 15, p. 431 - 441]
[2]BERTI; SAETTONE [Farmaco, Edizione Scientifica, 1960, vol. 15, p. 431 - 441]

36
[ 4385-48-2 ]
[ 100949-08-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: HNO₃, Ac₂O 2: HNO₃ / acetic acid

Reference： [1]BERTI; SAETTONE [Farmaco, Edizione Scientifica, 1960, vol. 15, p. 431 - 441]

37
[ 4385-48-2 ]
[ 53259-05-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: dimethylformamide 2: aq. KOH / ethanol

Reference： [1]Ashby,J. et al. [Synthetic Communications, 1974, vol. 4, p. 113 - 117]

38
[ 4385-48-2 ]
[ 53259-06-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: dimethylformamide 2: aq. NaOH

Reference： [1]Ashby,J. et al. [Synthetic Communications, 1974, vol. 4, p. 113 - 117]

39
[ 4385-48-2 ]
[ 53259-04-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: dimethylformamide 2: aq. KOH / ethanol

Reference： [1]Ashby,J. et al. [Synthetic Communications, 1974, vol. 4, p. 113 - 117]

40
[ 10049-21-5 ]
2N-isopropanol [ No CAS ]
Na 2 SO₄ [ No CAS ]
[ 4385-48-2 ]
[ 5770-59-2 ]

Yield	Reaction Conditions	Operation in experiment
	With diisobutylaluminium hydride In toluene	6 EXAMPLE 6 A molar solution of DIBAH in toluene (73 ml) is added dropwise to a stirred solution of 1,4-benzodioxan-2-one (8.9 g) in dry toluene (100 ml), cooled at -70° C. during 40 minutes. Stirring at this temperature is continued for 15 minutes, then the excess reagent is destroyed by adding 2N-isopropanol in toluene (75 ml), under stirring, at -70°÷-60° C. The mixture is warmed at room temperature and treated with 30% NaH2 PO4 aqueous solution (6 ml) and 25 g of anhydrous Na 2 SO4, for 4 hours, under stirring. The inorganic material is filtered out and the elude is evaporated to dryness to give 8.2 g of 2-hydroxy-1,4-benzodioxan.

Reference： [1]Current Patent Assignee: ROCHE HOLDING AG - US4798898, 1989, A

41
[ 4385-48-2 ]
[ 58027-12-6 ]
[ 34919-78-3 ]

Yield	Reaction Conditions	Operation in experiment
	With methylamine	8 EXAMPLE 8 The 1-(o-N-methylcarbamoylmethoxyphenoxy)-2,3-epoxypropane used as starting material may be obtained as follows: 3 G. of 1,4-benzodioxan-2-one are added portionwise to a stirred, ice-cold, 27% w/v aqueous solution of methylamine, the temperature of the mixture being kept below 10°C., and after addition is complete the mixture is stirred at room temperature for a further 2 hours. The solution is evaporated to dryness under reduced pressure and the residue is crystallized from water. There is thus obtained o-hydroxyphenoxy-N-methylacetamide, m.p. 149°-150°C.
	With methylamine	2 EXAMPLE 2 The 1-(o-N-methylcarbamoylmethoxyphenoxy)-2,3-epoxypropane used as starting material may be obtained as follows: 3 G. of 1,4-benzodioxan-2one are added portion-wise to a stirred, ice-cold, 27% w/v aqueous solution of methylamine, the temperature of the mixture being kept below 10° C., and after addition is complete the mixture is stirred at room temperature for a further 2 hours. The solution is evaporated to dryness under reduced pressure and the residue is crystallized from water. There is thus obtained o-hydroxyphenoxy-N-methylacetamide, m.p. 149°-150° C.

Reference： [1]Current Patent Assignee: AKZO NOBEL NV - US3959486, 1976, A
[2]Current Patent Assignee: AKZO NOBEL NV - US4059622, 1977, A

42
[ 4385-48-2 ]
[ 109-85-3 ]
1-o-(N-β-methoxyethylcarbamoylmethoxy)phenoxy-3-isopropylamino-2-propanol [ No CAS ]
N-β-methoxyethyl-o-hydroxyphenoxyacetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		17 EXAMPLE 17 EXAMPLE 17 The process described in Example 16 is repeated except that N-β-methoxyethyl-o-hydroxyphenoxyacetamide (m.p. 96°-97°C. after crystallisation from water; prepared from 1,4-benzodioxan-2-one and 2-methoxyethylamine by a similar process to that described in the second part of Example 16) is used as starting material in place of N-β-hydroxyethyl-o-hydroxyphenoxyacetamide. There is thus obtained 1-o-(N-β-methoxyethylcarbamoylmethoxy)phenoxy-3-isopropylamino-2-propanol, m.p. 78°-80°C. after crystallisation from a mixture of ethyl acetate and petroleum ether (b.p. 60°-80°C.).

Reference： [1]Current Patent Assignee: AKZO NOBEL NV - US4059622, 1977, A

43
o-(2,3-epoxypropoxy)phenyl-N-γ-hydroxypropoxyacetamide [ No CAS ]
[ 4385-48-2 ]
[ 156-87-6 ]
[ 1153062-67-9 ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol	21 EXAMPLE 21 The o-(2,3-epoxypropoxy)phenyl-N-γ-hydroxypropoxyacetamide used as starting material may be obtained as follows: A solution of 3-aminopropanol (9 ml.) and 1,4-benzodioxan-2-one (20 g.) in ethanol (150 ml.) is kept at laboratory temperature for 18 hours and then evaporated to dryness under reduced pressure. The residue is crystallized from water and there is thus obtained N-γ-hydroxypropyl-o-hydroxyphenoxyacetamide, m.p. 96°-98°C.

Reference： [1]Current Patent Assignee: AKZO NOBEL NV - US4059622, 1977, A

44
[ 141-43-5 ]
[ 4385-48-2 ]
N-β-hydroxyethyl-o-hydroxyphenoxyacetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol	18 EXAMPLE 18 EXAMPLE 18 2-Aminoethanol (80 ml.) is added to a stirred solution of 1,4-benzodioxan-2-one (100 g.) in ethanol (1,500 ml.) at such a rate that the temperature of the mixture does not rise above 30°C. The mixture is then kept for a further 2 hours at laboratory temperature and then for 12 hours at 0°C. The mixture is filtered and the solid residue is crystallized from isopropanol. There is thus obtained N-β-hydroxyethyl-o-hydroxyphenoxyacetamide, m.p. 124°-126°C.

Reference： [1]Current Patent Assignee: AKZO NOBEL NV - US4059622, 1977, A

45
[ 4385-48-2 ]
[ 1360546-24-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: aluminum (III) chloride; triethylamine / 1,2-dichloro-ethane / 12.25 h / 20 °C / Inert atmosphere 2: pyridine / dichloromethane / 0 °C / Inert atmosphere 3: 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine / N,N-dimethyl-formamide / 40 h / 100 °C / Inert atmosphere 4: Lawessons reagent / tetrahydrofuran / 70 h / 20 °C