tert-butyl 2-(4-methoxyphenyl)-2-oxoacetate

Base Information

• Chemical Name: tert-butyl 2-(4-methoxyphenyl)-2-oxoacetate
• CAS No.: 75716-84-6
• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.268
• Mol file: 75716-84-6.mol

Synonyms:tert-butyl 2-(4-methoxyphenyl)-2-oxoacetate

Chemical Property of tert-butyl 2-(4-methoxyphenyl)-2-oxoacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-(4-methoxyphenyl)-2-oxoacetate

There total 10 articles about tert-butyl 2-(4-methoxyphenyl)-2-oxoacetate 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: 93.0%

tert.-butylhydroperoxide (75-91-2) + p-methoxyphenylglyoxal (1076-95-5) → tert-butyl 2-(4-methoxyphenyl)-2-oxoacetate (75716-84-6)

Guidance literature:

With pyrrolidine; In toluene; at 25 ℃; for 2h;

DOI:10.1002/ejoc.201600795

Reference yield: 82.0%

1-bromo-4-methoxy-benzene (104-92-7) + oxalic acid tert-butyl ester ethyl ester (50624-94-7) → tert-butyl 2-(4-methoxyphenyl)-2-oxoacetate (75716-84-6)

Guidance literature:

1-bromo-4-methoxy-benzene; With magnesium; In tetrahydrofuran;

oxalic acid tert-butyl ester ethyl ester; In tetrahydrofuran; at -78 ℃; for 2h; Further stages.;

DOI:10.1016/j.tetlet.2008.05.155

Reference yield: 72.0%

tert-butyl α-oxo-1H-imidazole-1-acetate (75716-83-5) + 4-methoxyphenyl magnesium bromide (13139-86-1) → tert-butyl 2-(4-methoxyphenyl)-2-oxoacetate (75716-84-6)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/ol900494g

upstream raw materials:

1-bromo-4-methoxy-benzene

di-tert-butyl oxalate

tert-butyl α-oxo-1H-imidazole-1-acetate

4-methoxyphenyl magnesium bromide

Downstream raw materials:

p-methoxybenzoylformic acid

(4-methoxyphenyl)propynoic acid tert-butyl ester

(Z)-tert-butyl 2-(4-methoxyphenyl)-3-nitroacrylate

Refernces

• 1、 Yamada, Tsuyoshi,Kuwata, Marina,Takakura, Ryoya,Monguchi, Yasunari,Sajiki, Hironao,Sawama, Yoshinari. "Organocatalytic Nitroaldol Reaction Associated with Deuterium-Labeling". supporting information. p. 637 - 641. Retrieved 2017/12/13.
• 2、 Chen, Shengwei,Lou, Qinxin,Ding, Yuyang,Zhang, Shasha,Hu, Wenhui,Zhao, Junling. "Organocatalytic Enantioselective Michael Reaction of Malononitrile with β,β-Disubstituted Nitroalkenes". supporting information. p. 2437 - 2441. Retrieved 2015/08/18.