Benzenepropanoic acid, 3-chloro-b-hydroxy-a-methylene-, methyl ester

Base Information

• Chemical Name: Benzenepropanoic acid, 3-chloro-b-hydroxy-a-methylene-, methyl ester
• CAS No.: 364364-56-7
• Molecular Formula: C11H11ClO3
• Molecular Weight: 226.66

Synonyms:methyl 2-((3-chlorophenyl)(hydroxy)methyl)acrylate;(+/-)-methyl 2-[(3-chlorophenyl)(hydroxy)methyl]prop-2-enoate;methyl 2-[3-chlorophenyl(hydroxyl)methyl]acrylate;

Chemical Property of Benzenepropanoic acid, 3-chloro-b-hydroxy-a-methylene-, methyl ester

Chemical Property:

• PSA: 46.53000
• LogP: 2.10260

Purity/Quality:

98% HPLC ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenepropanoic acid, 3-chloro-b-hydroxy-a-methylene-, methyl ester

There total 3 articles about Benzenepropanoic acid, 3-chloro-b-hydroxy-a-methylene-, methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

m-Chlorobenzaldehyde (587-04-2) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl α-methylene-β-[(p-toluenesulfonyl)amino]-3-(3-chlorophenyl)propionate (364364-56-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; Sonication; Reflux;

DOI:10.1080/00397910903534023

Reference yield: 58.0%

toluene-4-sulfonamide (70-55-3) + m-Chlorobenzaldehyde (587-04-2) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl α-methylene-β-[(p-toluenesulfonyl)amino]-3-(3-chlorophenyl)propionate (364364-56-7) + methyl α-methylene-β-[(p-toluenesulfonyl)amino]-3-(3-chlorophenyl)propionate (364364-49-8)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; lanthanum(lll) triflate; In isopropyl alcohol; at 20 ℃; for 24h;

DOI:10.1021/jo0158635

Reference yield:

4-chlorobenzaldehyde (104-88-1) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl α-methylene-β-[(p-toluenesulfonyl)amino]-3-(3-chlorophenyl)propionate (364364-56-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.0c01948

upstream raw materials:

toluene-4-sulfonamide

m-Chlorobenzaldehyde

acrylic acid methyl ester

4-chlorobenzaldehyde

Downstream raw materials:

methyl 3-(3-chlorophenyl)-2,3-dihydroxy-2-nitromethylpropionate

methyl 2-{(3-chlorophenyl)[(tert-butoxycarbonyl)oxy]methyl}-acrylate

(±)-methyl 2-{[(tert-butyldimethylsilyl)oxy](3-chlorophenyl)methyl}prop-2-enoate

tert-butyl [2-(3-chlorophenyl)-2-tert-butyl-dimethyl-silanyloxy-1-(hydroxymethyl)ethyl]carbamate

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