Ethyl 2-(4-chlorophenyl)-2-hydroxyacetate

Base Information

• Chemical Name: Ethyl 2-(4-chlorophenyl)-2-hydroxyacetate
• CAS No.: 13511-29-0
• Molecular Formula: C₁₀H₁₁ClO₃
• Molecular Weight: 214.649
• Hs Code.: 2918199890
• DSSTox Substance ID: DTXSID40494969
• Nikkaji Number: J2.307.053G
• Mol file: 13511-29-0.mol

Synonyms:ETHYL 2-(4-CHLOROPHENYL)-2-HYDROXYACETATE;13511-29-0;Ethyl (4-chlorophenyl)(hydroxy)acetate;Ethyl2-(4-chlorophenyl)-2-hydroxyacetate;(4-Chlorophenyl)-hydroxy-acetic acid ethyl ester;ethyl 4-chloromandelate;SCHEMBL2798571;DTXSID40494969;NMKKKUVPOGMEJL-UHFFFAOYSA-N;AR2858;MFCD00068980;AKOS011496909;AS-45461;CS-0172266;A925549

Chemical Property of Ethyl 2-(4-chlorophenyl)-2-hydroxyacetate

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 214.0396719
• Heavy Atom Count: 14
• Complexity: 188

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-(4-chlorophenyl)-2-hydroxyacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C1=CC=C(C=C1)Cl)O

Technology Process of Ethyl 2-(4-chlorophenyl)-2-hydroxyacetate

There total 9 articles about Ethyl 2-(4-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: 92.0%

ethyl 2-(4-chlorophenyl)-2-oxoacetate (34966-48-8) → ethyl 2-(4-chlorophenyl)-2-hydroxyacetate (13511-29-0)

Guidance literature:

With iron(II) triflate; phenanthridine; triiron dodecarbonyl; hydrogen; In 1,4-dioxane; at 65 ℃; for 24h; under 37503.8 Torr; Autoclave;

DOI:10.1002/anie.201301972

Reference yield: 79.0%

ethyl 2-diazo-2-(4-chlorophenyl)acetate → ethyl 2-(4-chlorophenyl)-2-hydroxyacetate (13511-29-0)

Guidance literature:

With C₁₈BF₁₅*(x)H₂O; water; at 40 ℃; for 0.5h; Sealed tube; Schlenk technique;

DOI:10.1021/acs.orglett.8b01988

Reference yield: 68.0%

glyoxylic acid ethyl ester (924-44-7) + 4-Chlorophenylboronic acid (1679-18-1) → ethyl 2-(4-chlorophenyl)-2-hydroxyacetate (13511-29-0)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; caesium carbonate; johnphos; In toluene; at 80 ℃; for 7h; Inert atmosphere;

DOI:10.1002/ejoc.200800881

upstream raw materials:

p-chloromandelic acid

ethanol

4-chloro-benzeneacetic acid, ethyl ester

(+/-)-2-(4-chlorophenyl)-2-(trimethylsiloxy)-acetonitrile

Downstream raw materials:

(4-Chloro-2-ethoxycarbonylmethyl-phenyl)-acetic acid ethyl ester

ethyl 2-(4-chlorophenyl)-2-oxoacetate

2-(4-chlorophenyl)-2-fluoro-pentanedioic acid 1-ethyl ester

Refernces

• 1、 Chen, Gong,Qiao, Tianjiao,Wang, Yaxin,Zhang, Jian,Zhao, Jianyou. "Tunable System for Electrochemical Reduction of Ketones and Phthalimides". supporting information. p. 3297 - 3302. Retrieved 2021/10/14.
• 2、 Xu, Jian,Peng, Yongzhen,Wang, Zhiguo,Hu, Yujing,Fan, Jiajie,Zheng, He,Lin, Xianfu,Wu, Qi. "Exploiting Cofactor Versatility to Convert a FAD-Dependent Baeyer–Villiger Monooxygenase into a Ketoreductase". supporting information. p. 14499 - 14503. Retrieved 2019/09/17.