methyl 3-hydroxy-3-phenylbutanoate

Base Information

• Chemical Name: methyl 3-hydroxy-3-phenylbutanoate
• CAS No.: 91970-87-5
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• Mol file: 91970-87-5.mol

Synonyms:

Chemical Property of methyl 3-hydroxy-3-phenylbutanoate

Chemical Property:

• Vapor Pressure: 0.000218mmHg at 25°C
• Boiling Point: 313°Cat760mmHg
• Flash Point: 131.3°C
• Density: 1.118g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-hydroxy-3-phenylbutanoate

There total 9 articles about methyl 3-hydroxy-3-phenylbutanoate 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: 100.0%

bromoacetic acid methyl ester (96-32-2) + acetophenone (98-86-2) → (rac)-methyl 3-hydroxy-3-phenylbutanoate (91970-87-5)

Guidance literature:

With iodine; zinc; In diethyl ether; benzene; for 3h; Heating;

Reference yield: 97.0%

trichloro<(1-methoxyethenyl)oxy>silane (4519-10-2) + acetophenone (98-86-2) → (rac)-methyl 3-hydroxy-3-phenylbutanoate (91970-87-5)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; In dichloromethane; at 20 ℃;

DOI:10.1021/ja9606539

Reference yield: 93.0%

acetic acid methyl ester (79-20-9) + acetophenone (98-86-2) → (rac)-methyl 3-hydroxy-3-phenylbutanoate (91970-87-5)

Guidance literature:

acetic acid methyl ester; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

acetophenone; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jacs.6b09482

upstream raw materials:

bromoacetic acid methyl ester

acetophenone

3-methyl-3-phenyl-oxiranecarboxylic acid methyl ester

methyl chloroacetate

Downstream raw materials:

3-hydroxy-3-phenylbutanoic acid

3-phenylbutanoyl chloride

3-phenylbutyric acid

3-methylindanone

Refernces

• 1、 Tsuji, Hiroaki,Yamamoto, Hisashi. "Hydroxy-Directed Amidation of Carboxylic Acid Esters Using a Tantalum Alkoxide Catalyst". supporting information. p. 14218 - 14221. Retrieved 2016/11/13.
• 2、 Grajewska, Agnieszka,Oestreich, Martin. "Base-catalyzed dehydrogenative Si-o coupling of dihydrosilanes: Silylene protection of diols". supporting information; experimental part. p. 2482 - 2484. Retrieved 2010/11/18.