ethyl 2-(4-bromophenyl)-2-hydroxyacetate

Base Information

• Chemical Name: ethyl 2-(4-bromophenyl)-2-hydroxyacetate
• CAS No.: 30565-53-8
• Molecular Formula: C₁₀H₁₁BrO₃
• Molecular Weight: 259.1
• Mol file: 30565-53-8.mol

Synonyms:ethyl 2-(4-bromophenyl)-2-hydroxyacetate

Chemical Property of ethyl 2-(4-bromophenyl)-2-hydroxyacetate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 2-(4-bromophenyl)-2-hydroxyacetate

There total 6 articles about ethyl 2-(4-bromophenyl)-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: 80.0%

ethyl 4-bromophenylglyoxylate (20201-26-7) → ethyl 2-(4-bromophenyl)-2-hydroxyacetate (30565-53-8)

Guidance literature:

With benzaldehyde; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-dimethyl-1,2,4-triazolium iodide; In ethanol; at 23 ℃; for 24h;

DOI:10.1021/ja060833a

Reference yield: 80.0%

ethyl α-diazo-α-(4-bromophenyl)acetate (758692-47-6) → ethyl 2-(4-bromophenyl)-2-hydroxyacetate (30565-53-8)

Guidance literature:

With C₁₈BF₁₅*(x)H₂O; water; at 40 ℃; for 1h; Sealed tube; Schlenk technique;

DOI:10.1021/acs.orglett.8b01988

Reference yield: 79.0%

glyoxylic acid ethyl ester (924-44-7) + 4-Bromophenylboronic acid (5467-74-3) → ethyl 2-(4-bromophenyl)-2-hydroxyacetate (30565-53-8)

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:

ethyl 4-bromophenylglyoxylate

ethylmagnesium bromide

glyoxylic acid ethyl ester

4-Bromophenylboronic acid

Downstream raw materials:

2-amino-5-(4-bromo-phenyl)-oxazol-4-one

(E)-ethyl 2-(4-bromophenyl)-2-hydroxy-5,9-dimethyldeca-4,8-dienoate

ethyl 2-(4-bromophenyl)-2-hydroxy-5-methylhex-4-enoate

ethyl 4-bromophenylglyoxylate

Refernces

• 1、 Francesco, Irene Notar,Wagner, Alain,Colobert, Francoise. "Suzuki-Miyaura coupling reaction of boronic acids and ethyl glyoxylate: Synthetic access to mandelate derivatives". supporting information; experimental part. p. 5692 - 5695. Retrieved 2009/05/31.
• 2、 Fennie, Michael W.,DiMauro, Erin F.,O'Brien, Erin M.,Annamalai, Venkatachalam,Kozlowski, Marisa C.. "Mechanism and scope of salen bifunctional catalysts in asymmetric aldehyde and α-ketoester alkylation". . p. 6249 - 6265. Retrieved 2007/10/03.