Benzenepropanoic acid, b-(acetyloxy)-, methyl ester

Base Information

• Chemical Name: Benzenepropanoic acid, b-(acetyloxy)-, methyl ester
• CAS No.: 90104-62-4
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• Mol file: 90104-62-4.mol

Synonyms:

Chemical Property of Benzenepropanoic acid, b-(acetyloxy)-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenepropanoic acid, b-(acetyloxy)-, methyl ester

There total 12 articles about Benzenepropanoic acid, b-(acetyloxy)-, 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: 89.0%

chloro-trimethyl-silane (75-77-4) + benzaldehyde (100-52-7) + bromoacetic acid methyl ester (96-32-2) + acetyl chloride (75-36-5) → methyl 3-(acetyloxy)-3-phenylpropanoate (90104-62-4)

Guidance literature:

chloro-trimethyl-silane; With zinc; In tetrahydrofuran; at 20 - 50 ℃; for 0.25h;

benzaldehyde; bromoacetic acid methyl ester; In tetrahydrofuran; at 45 - 50 ℃; for 0.25h;

acetyl chloride; With piperazine; more than 3 stages;

Reference yield: 85.0%

methyl 3-hydroxy-3-phenylpropionate (7497-61-2) + acetic anhydride (108-24-7) → methyl 3-(acetyloxy)-3-phenylpropanoate (90104-62-4)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.tetasy.2013.06.004

Reference yield: 67.0%

benzaldehyde (100-52-7) + acetyl chloride (75-36-5) → methyl 3-(acetyloxy)-3-phenylpropanoate (90104-62-4)

Guidance literature:

In benzene-d6; 1.) irrad, 6 deg C, 14 h, 2.) RT, 3 h;

DOI:10.1021/ja00241a020

upstream raw materials:

diazomethane

3-(acetyloxy)-3-phenylpropanoic acid

1,1-dimethoxy-2-phenylcyclopropane

acetic anhydride

Downstream raw materials:

methyl 3-hydroxy-3-phenylpropionate

Refernces

• 1、 Borowiecki, Pawel,Bretner, Maria. "Studies on the chemoenzymatic synthesis of (R)- and (S)-methyl 3-aryl-3-hydroxypropionates: The influence of toluene-pretreatment of lipase preparations on enantioselective transesterifications". . p. 925 - 936. Retrieved 2013/09/23.
• 2、 -. "Process for separating zinc salts from zinc alcoholates or zinc amides containing non-aqueous synthesis solvents". Page/Page column 11. . Retrieved 2010/02/06.