methoxy(phenyl)acetic acid

Base Information

• Chemical Name: methoxy(phenyl)acetic acid
• CAS No.: 1701-77-5
• Molecular Formula: C9H10O3
• Molecular Weight: 166.17
• Mol file: 1701-77-5.mol

Synonyms:benzeneacetic acid, alpha-methoxy-;alpha-methoxy-alpha-phenylacetic acid;

Chemical Property of methoxy(phenyl)acetic acid

Chemical Property:

• Boiling Point: 283.8 °C at 760 mmHg
• Flash Point: 116.1 °C
• PSA: 46.53000
• Density: 1.182 g/cm³
• LogP: 1.45870

Purity/Quality:

98%min ^*data from raw suppliers

Methoxyphenylacetic acid Reag. Ph Eur ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methoxy(phenyl)acetic acid

There total 3 articles about methoxy(phenyl)acetic acid 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: 29.0%

(S)-N-(α-Methylbenzyl)-(S)-2-methoxy-2-phenylacetamide (114027-88-2) → (+)-2-methoxy-2-phenylacetic acid (1701-77-5,3966-32-3,7021-09-2,26164-26-1)

Guidance literature:

With hydrogenchloride; In water; for 20h;

DOI:10.1016/S0040-4039(99)00258-0

Reference yield:

rac-methoxyphenylacetic acid (7021-09-2) → (+)-2-methoxy-2-phenylacetic acid (1701-77-5,3966-32-3,7021-09-2,26164-26-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / ClCO₂Et / tetrahydrofuran / 3 h / 0 °C

2: 29 percent / 6N HCl / H₂O / 20 h

With hydrogenchloride; chloroformic acid ethyl ester; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(99)00258-0

Reference yield:

rac-methoxyphenylacetic acid (7021-09-2) → (-)-2-methoxy-2-phenylacetic acid (3966-32-3) + (+)-2-methoxy-2-phenylacetic acid (1701-77-5,3966-32-3,7021-09-2,26164-26-1)

Guidance literature:

resolved on CSP cellulose tris(3,5-dimethylphenylcarbamate) by chiral HPLC;

DOI:10.1246/cl.1988.1125

upstream raw materials:

rac-methoxyphenylacetic acid

(S)-N-(α-Methylbenzyl)-(S)-2-methoxy-2-phenylacetamide

Downstream raw materials:

(S)-N-(α-Methylbenzyl)-(S)-2-methoxy-2-phenylacetamide

Refernces

• 1、 Okamoto, Yoshio,Aburatani, Ryo,Kaida, Yuriko,Hatada, Koichi. "Direct Optical Resolution of Carboxylic Acids by Chyral HPLC on Tris(3,5-dimethylphenylcarbamate)s of Cellulose and Amylose". . p. 1125 - 1128. Retrieved 2007/10/02.