methyl 2-(3-methoxyphenyl)-2-oxoacetate

Base Information

• Chemical Name: methyl 2-(3-methoxyphenyl)-2-oxoacetate
• CAS No.: 83585-22-2
• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.187
• Mol file: 83585-22-2.mol

Synonyms:methyl 2-(3-methoxyphenyl)-2-oxoacetate

Chemical Property of methyl 2-(3-methoxyphenyl)-2-oxoacetate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

METHYL2-(3-METHOXYPHENYL)-2-OXOACETATE ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-(3-methoxyphenyl)-2-oxoacetate

There total 12 articles about methyl 2-(3-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: 74.0%

(3-methoxyphenyl)magnesium bromide (36282-40-3) + oxalic acid diethyl ester (95-92-1) + methyl iodide (74-88-4) → methyl 2-(3-methoxyphenyl)-2-oxoacetate (83585-22-2)

Guidance literature:

(3-methoxyphenyl)magnesium bromide; oxalic acid diethyl ester;

With potassium hydroxide; In methanol;

methyl iodide; With 1,8-diazabicyclo[5.4.0]undec-7-ene;

DOI:10.1016/j.tet.2005.03.117

Reference yield: 67.0%

methyl 2-diazo-2-(3-methoxyphenyl)acetate (384365-49-5) → methyl 2-(3-methoxyphenyl)-2-oxoacetate (83585-22-2)

Guidance literature:

With photocatalyst alcohol-soluble eosin; air; In acetonitrile; at 20 ℃; for 2h; Irradiation;

Reference yield: 30.0%

Dimethyl oxalate (553-90-2) + 3-methoxyphenyl bromide (2398-37-0) → methyl 2-(3-methoxyphenyl)-2-oxoacetate (83585-22-2)

Guidance literature:

3-methoxyphenyl bromide; With magnesium; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

Dimethyl oxalate; In tetrahydrofuran; at -78 - 20 ℃; for 21h; Inert atmosphere;

DOI:10.1021/ol400769t

upstream raw materials:

methanol

2-(3-methoxyphenyl)glyoxylic acid

(3-methoxyphenyl)magnesium bromide

oxalic acid diethyl ester

Downstream raw materials:

(+)-(R)-methyl 2-hydroxy-2-(3-methoxyphenyl)-3-oxo-5-phenylpentanoate

(S)-2-hydroxy-2-(3-methoxyphenyl)acetic acid

2-(3-methoxyphenyl)glyoxylic acid

Refernces

• 1、 -. "Preparation method of alpha-ketoester compound". Paragraph 0102-0105. . Retrieved 2021/04/21.
• 2、 Li, Zhang,Wang, Zhong-Chang,Li, Xin,Abbas, Muhammad,Wu, Song-Yu,Ren, Shen-Zhen,Liu, Qi-Xing,Liu, Yi,Chen, Peng-Wen,Duan, Yong-Tao,Lv, Peng-Cheng,Zhu, Hai-Liang. "Design, synthesis and evaluation of novel diaryl-1,5-diazoles derivatives bearing morpholine as potent dual COX-2/5-LOX inhibitors and antitumor agents". . p. 168 - 184. Retrieved 2019/03/17.