Methyl 2-(2-chlorophenyl)-2-hydroxyacetate

Base Information

• Chemical Name: Methyl 2-(2-chlorophenyl)-2-hydroxyacetate
• CAS No.: 156276-21-0
• Molecular Formula: C9H9ClO3
• Molecular Weight: 200.622
• Hs Code.: 2918199890
• Mol file: 156276-21-0.mol

Synonyms:methyl o-chloromandelate;methyl 2-hydroxy-2-(2-chlorophenyl)acetate;2-chloro-mandelic acid-methyl ester;methyl 2-chloromandelate;methyl 2-(2-chlorophenyl)-2-hydroxyacetate;methyl (SR)-2-hydroxy-2-(2-chlorophenyl)acetate;

Chemical Property of Methyl 2-(2-chlorophenyl)-2-hydroxyacetate

Chemical Property:

• Boiling Point: 134-136 °C(Press: 6 Torr)
• PKA: 11.82±0.20(Predicted)
• PSA: 46.53000
• Density: 1.316±0.06 g/cm3(Predicted)
• LogP: 1.54640

Purity/Quality:

95% ^*data from raw suppliers

Methyl2-(2-chlorophenyl)-2-hydroxyacetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 2-(2-chlorophenyl)-2-hydroxyacetate

There total 12 articles about Methyl 2-(2-chlorophenyl)-2-hydroxyacetate 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: 97.0%

methanol (67-56-1) + 2-chloromandelic acid (10421-85-9,52923-23-6,52950-18-2,52950-19-3) → rac-methyl 2-chloromandelate (156276-21-0)

Guidance literature:

With sulfuric acid; at 60 ℃;

DOI:10.1016/j.bmcl.2018.01.059

Reference yield: 95.0%

methyl 2-chlorobenzoylformate (34966-49-9) → rac-methyl 2-chloromandelate (156276-21-0)

Guidance literature:

With methanol; benzaldehyde; 1,3-bis(mesityl)imidazolium chloride; triethylamine; at 25 ℃; for 5h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.12.022

Reference yield: 89.5%

→ rac-methyl 2-chloromandelate (156276-21-0)

Guidance literature:

With hydrogenchloride; at 80 - 90 ℃;

upstream raw materials:

methanol

2-chloromandelic acid

2-chloro-benzaldehyde

methyl 2-chlorobenzoylformate

Downstream raw materials:

methyl (S)-2-hydroxy-2-(2-chlorophenyl)acetate

methyl 2-chlorobenzoylformate

methyl (R)-2-chloromandelate

(S)-(+)-methyl 2-acetoxy-2-(2-chlorophenyl)acetate

Refernces

• 1、 Xu, Changming,Li, Xiangfan,Bai, Lei. "Direct Aerobic α-Hydroxylation of Arylacetates for the Synthesis of Mandelates". . p. 4298 - 4304. Retrieved 2022/03/16.
• 2、 -. "Synthesis method 2- hydroxyl carboxylic ester (by machine translation)". Paragraph 0052; 0054; 0055; 0058-0060. . Retrieved 2020/05/05.