175464-51-4|(3-(Chloromethyl)phenyl)methanol| Ambeed

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Quality Control of [ 175464-51-4 ] Purity: 95% SDS Specification

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Product Details of [ 175464-51-4 ]

CAS No. :	175464-51-4
Formula :	C₈H₉ClO
M.W :	156.61
SMILES Code :	OCC1=CC=CC(CCl)=C1
MDL No. :	MFCD09032022
InChI Key :	ITAQTOPTBMDQGK-UHFFFAOYSA-N
Pubchem ID :	22619263

Safety of [ 175464-51-4 ]

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H314
Precautionary Statements:	P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P321-P363-P405-P501
Class:	8
UN#:	1760
Packing Group:	Ⅱ

Application In Synthesis of [ 175464-51-4 ]

* 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.

Downstream synthetic route of [ 175464-51-4 ]

[ 175464-51-4 ] Synthesis Path-Downstream 1~35

1
[ 626-18-6 ]
[ 175464-51-4 ]

Yield	Reaction Conditions	Operation in experiment
50%	With thionyl chloride; In hexane; chloroform; ethyl acetate;	EXAMPLE 2 m-Hydroxymethylbenzyl chloride 1,3-benzenedimethanol (27.772 g, 0.201 mole) was charged to a 500 mL round-bottom flask equipped with a septum inlet and a nitrogen adapter connected to a gas scrubber. The mixture was placed in an ice bath and cooled to 0 C. Thionyl chloride (14.66 mL, 0.201 mole), dissolved in chloroform (200 mL) was added slowly via syringe and the mixture stirred at 0 C. for 15 minutes followed by continued stirring at room temperature for 18 hours. TLC analysis of a sample removed after one hour of stirring at room temperature showed little reaction product formed. After 18 hours, TLC analysis indicated that the product was present. The mixture was concentrated as in Example 1 and the residue purified on a silica gel column (700 g) using 1:3 ethyl acetate:hexane followed by 1:2 ethyl acetate:hexane. The title compound, m-hydroxymethylbenzyl chloride, was obtained as a colorless oil (19.39 g) in 61.6% yield. The results of Examples 1 and 2 demonstrate that greater than 50% yields of hydroxy halides were obtained by the method of the invention.
	With hydrogenchloride; In water; toluene; at 10 - 30℃; for 8h;	Production Example 1113- {2- [5- (4-acetylpiperazin-l-yl)pyridin-2-yl] ethyl }benzyl hydrazinecarboxylate trihydrochloride step 1. [0360] [0361] To a solution of m-xylyleneglycol (2.763 g, 20.00 mmol) in toluene (100 ml) was added concentrated hydrochloric acid (10 ml) , and the mixture was stirred at room temperature for 8 hrs . Water (50 ml) was added and the mixture was stirred.Saturated aqueous sodium hydrogen carbonate (120 ml) was added, and the mixture was stood still and partitioned. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure.The residue was dissolved in toluene (10 ml) , and triphenylphosphine (5.249 g, 20.00 mmol) was added. The mixture was heated under reflux for 14 hrs, and cooled to room temperature. The precipitated solid was collected by filtration, washed with a mixture of tert-butyl methyl ether, methanol (1 ml) and ethyl acetate (50 ml) and dried under reduced pressure to give [3- ' (hydroxymethyl) benzyl] (triphenyl) chloride (3.898 g, yield46.5%) as a white solid.

References: [1]Journal of Organometallic Chemistry,2004,vol. 689,p. 2494 - 2502.
[2]Chemistry - A European Journal,2009,vol. 15,p. 3340 - 3343.
[3]Journal of Medicinal Chemistry,2006,vol. 49,p. 2628 - 2639.
[4]Patent: US5637780,1997,A .
[5]Journal of Organometallic Chemistry,2003,vol. 687,p. 185 - 189.
[6]Patent: WO2009/145360,2009,A1 .Location in patent: Page/Page column 127.
[7]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 6242 - 6247.

2
[ 819-19-2 ]
[ 175464-51-4 ]
{3-[(di-tert-butyl-phosphanyl)-methyl]-phenyl}-methanol [ No CAS ]

References: [1]Journal of Organometallic Chemistry,2003,vol. 687,p. 185 - 189.

3
[ 829-85-6 ]
[ 175464-51-4 ]
[ 745822-79-1 ]

References: [1]Journal of Organometallic Chemistry,2004,vol. 689,p. 2494 - 2502.

4
[ 175464-51-4 ]
[ 857465-38-4 ]

References: [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 2628 - 2639.
[2]Journal of Pharmacy and Pharmacology,2008,vol. 60,p. 189 - 195.

5
[ 175464-51-4 ]
2-butyl-5-chloro-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazole-4-carboxylic acid 3-nitrooxymethyl-benzyl ester [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 2628 - 2639.

6
[ 175464-51-4 ]
[ 745822-89-3 ]

References: [1]Journal of Organometallic Chemistry,2004,vol. 689,p. 2494 - 2502.

7
[ 175464-51-4 ]
[ 745822-87-1 ]

References: [1]Journal of Organometallic Chemistry,2004,vol. 689,p. 2494 - 2502.

8
[ 175464-51-4 ]
(3-chloromethyl-benzyl)-diphenyl-phosphane; compound with borane [ No CAS ]

References: [1]Journal of Organometallic Chemistry,2004,vol. 689,p. 2494 - 2502.

9
[ 175464-51-4 ]
{3-[(diphenylphosphanyl)-methyl]-phenyl}-methanol; compound with borane [ No CAS ]

References: [1]Journal of Organometallic Chemistry,2004,vol. 689,p. 2494 - 2502.

10
[ 175464-51-4 ]
1-[(Diisopropylphosphanyl)-methyl]-3-[(diphenylphosphanyl)-methyl]-benzene; compound with borane [ No CAS ]

References: [1]Journal of Organometallic Chemistry,2004,vol. 689,p. 2494 - 2502.

11
[ 175464-51-4 ]
1-[(Di-tert-butyl-phosphanyl)-methyl]-3-[(diphenylphosphanyl)-methyl]-benzene; compound with borane [ No CAS ]

References: [1]Journal of Organometallic Chemistry,2004,vol. 689,p. 2494 - 2502.

12
[ 175464-51-4 ]
[ 646069-77-4 ]

References: [1]Journal of Organometallic Chemistry,2003,vol. 687,p. 185 - 189.

13
[ 76513-69-4 ]
[ 175464-51-4 ]
3-(trimethylsilylethoxymethoxymethyl)benzyl chloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
92%	With N-ethyl-N,N-diisopropylamine; In dichioromethane; hexane; dichloromethane; ethyl acetate;	EXAMPLE 3 3-(trimethylsilylethoxymethoxymethyl)benzyl chloride m-Hydroxymethylbenzyl chloride (19.29 g, 123.2 mmole) and N,N-diisopropylethylamine (43 mL, 246 mmole) in dichioromethane (150 mL) were placed in a 500 mL round bottom flask fitted with a reflux condenser and a dropping funnel. 2-(Trimethylsilyl)ethoxymethyl chloride (32.7 mL, 185 mmol) in dichloromethane (50 mL) was added slowly via the dropping funnel. After the addition was complete, the contents were heated at 55 C. for 18 hours, after which TLC using 1:5 ethyl acetate:hexane indicated completion of the reaction. The dichloromethane solution was cooled to room temperature, washed with water (100 mL) and then dried over anhydrous magnesium sulfate. After filtration and concentration, the residue was chromatographed on silica gel to provide 32.57 g (92% yield) of the desired product. 1 H NMR spectral data were as follows: (CDCl3, 300 MHz): delta7.3 (m, 4H), 4.8 (s, 2H), 4.65 (s, 2H), 4.6 (s, 2H), 3.65 (m, 2H), 1.0 (m, 2H), 0.00 (s, 9H).

References: [1]Patent: US5637780,1997,A .

14
[ 75-33-2 ]
[ 175464-51-4 ]
[ 1159253-35-6 ]

References: [1]Chemistry - A European Journal,2009,vol. 15,p. 3340 - 3343.

15
[ 603-35-0 ]
[ 175464-51-4 ]
[ 1197295-02-5 ]

Yield	Reaction Conditions	Operation in experiment
	In toluene; for 14h;Heating; Reflux;	Production Example 1113- {2- [5- (4-acetylpiperazin-l-yl)pyridin-2-yl] ethyl }benzyl hydrazinecarboxylate trihydrochloride step 1. [0360] [0361] To a solution of m-xylyleneglycol (2.763 g, 20.00 mmol) in toluene (100 ml) was added concentrated hydrochloric acid (10 ml) , and the mixture was stirred at room temperature for 8 hrs . Water (50 ml) was added and the mixture was stirred.Saturated aqueous sodium hydrogen carbonate (120 ml) was added, and the mixture was stood still and partitioned. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure.The residue was dissolved in toluene (10 ml) , and triphenylphosphine (5.249 g, 20.00 mmol) was added. The mixture was heated under reflux for 14 hrs, and cooled to room temperature. The precipitated solid was collected by filtration, washed with a mixture of tert-butyl methyl ether, methanol (1 ml) and ethyl acetate (50 ml) and dried under reduced pressure to give [3- ' (hydroxymethyl) benzyl] (triphenyl) chloride (3.898 g, yield46.5%) as a white solid.

References: [1]Patent: WO2009/145360,2009,A1 .Location in patent: Page/Page column 127.

16
[ 620-19-9 ]
[ 587-03-1 ]
[ 175464-51-4 ]

References: [1]Tetrahedron,2010,vol. 66,p. 6919 - 6923.

17
[ 620-19-9 ]
[ 175464-51-4 ]

References: [1]Tetrahedron,2010,vol. 66,p. 6919 - 6923.

18
C₁₁H₁₁ClO₄ [ No CAS ]
[ 175464-51-4 ]

References: [1]Organic and Biomolecular Chemistry,2010,vol. 8,p. 4617 - 4624.

19
[ 100-83-4 ]
[ 175464-51-4 ]
[ 1256498-01-7 ]