methyl 4-(2-methoxy-2-oxoethyl)-3-nitrobenzoate

Base Information

• Chemical Name: methyl 4-(2-methoxy-2-oxoethyl)-3-nitrobenzoate
• CAS No.: 334952-07-7
• Molecular Formula: C11H11NO6
• Molecular Weight: 253.211
• Hs Code.: 2918990090
• Mol file: 334952-07-7.mol

Synonyms:Methyl 4-(2-methoxy-2-oxoethyl)-3-nitrobenzoate;4-(Methoxycarbonyl)-2-nitrobenzeneacetic acid methyl ester

Chemical Property of methyl 4-(2-methoxy-2-oxoethyl)-3-nitrobenzoate

Chemical Property:

• Melting Point: 77℃
• Boiling Point: 370℃
• Flash Point: 163℃
• PSA: 98.42000
• Density: 1.318
• LogP: 1.62010
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 4-(2-methoxy-2-oxoethyl)-3-nitrobenzoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 4-(2-methoxy-2-oxoethyl)-3-nitrobenzoate

There total 10 articles about methyl 4-(2-methoxy-2-oxoethyl)-3-nitrobenzoate 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: 70.0%

methanol (67-56-1) + 2-(4-carboxy-2-nitrophenyl)-acetic acid (444667-11-2) → 4-methoxycarbonylmethyl-3-nitrobenzoic acid methyl ester (334952-07-7)

Guidance literature:

With thionyl chloride; In tetrachloromethane; at 20 ℃; for 4h;

DOI:10.1002/1099-0690(200203)2002:6<1037::AID-EJOC1037>3.0.CO;2-4

Reference yield: 63.0%

methyl 3-nitrobenzoate (618-95-1) + methyl chloroacetate (96-34-4) → 4-methoxycarbonylmethyl-3-nitrobenzoic acid methyl ester (334952-07-7)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at -10 ℃;

DOI:10.1021/jm900431g

Reference yield:

methyl chioroacetate + potassium tert-butylate (865-47-4) + methyl 3-nitrobenzoate (618-95-1) → 4-methoxycarbonylmethyl-3-nitrobenzoic acid methyl ester (334952-07-7)

Guidance literature:

With hydrogenchloride; In N-methyl-acetamide; water;

upstream raw materials:

methanol

2-(4-carboxy-2-nitrophenyl)-acetic acid

4-methyl-benzoic acid methyl ester

Methyl 4-(bromomethyl)benzoate

Downstream raw materials:

methyl 2-(4-methoxycarbonyl-2-nitrophenyl)acrylate

methyl 1-(2-chloroacetyl)-2-oxoindoline-6-carboxylate

N-chloroacetyl-3-[methoxy(phenyl)methylene]-2-oxoindoline-6-carboxylic acid methyl ester

3-[methoxy(phenyl)methylene]-2-oxoindoline-6-carboxylic acid methyl ester

Refernces

• 1、 Xu, Ruixue,Zhan, Miao,Peng, Lingling,Pang, Xuehai,Yang, Jun,Zhang, Tao,Jiang, Hongxia,Zhao, Lifeng,Chen, Yuanwei. "Design, synthesis and biological evaluation of deuterated nintedanib for improving pharmacokinetic properties". . p. 308 - 312. Retrieved 2015/06/25.
• 2、 Roth, Gerald J.,Heckel, Armin,Colbatzky, Florian,Handschuh, Sandra,Kley, J?rg,Lehmann-Lintz, Thorsten,Lotz, Ralf,Tontsch-Grunt, Ulrike,Walter, Rainer,Hilberg, Frank. "Design, synthesis, and evaluation of indolinones as triple angiokinase inhibitors and the discovery of a highly specific 6-methoxycarbonyl-substituted indolinone (BIBF 1120)". experimental part. p. 4466 - 4480. Retrieved 2010/03/02.