methyl 4-cyano-3-methoxybenzoate

Base Information

• Chemical Name: methyl 4-cyano-3-methoxybenzoate
• CAS No.: 210037-76-6
• Molecular Formula: C10H9NO3
• Molecular Weight: 191.186
• Mol file: 210037-76-6.mol

Synonyms:methyl 4-cyano-3-methoxybenzoate

Chemical Property of methyl 4-cyano-3-methoxybenzoate

Chemical Property:

• PSA: 59.32000
• LogP: 1.35348

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-Cyano-3-methoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 4-cyano-3-methoxybenzoate

There total 10 articles about methyl 4-cyano-3-methoxybenzoate 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: 91.0%

4-formyl-3-methoxybenzoic acid methyl ester (74733-24-7) → 4-Cyano-3-methoxy-benzoic acid methyl ester (210037-76-6)

Guidance literature:

With formic acid; hydroxylamine hydrochloride; at 20 - 50 ℃; for 25h;

Reference yield: 60.0%

methyl 4-bromo-3-methoxybenzoate (17100-63-9) + copper(l) cyanide → 4-Cyano-3-methoxy-benzoic acid methyl ester (210037-76-6)

Guidance literature:

With copper(l) iodide; potassium iodide; In N,N-dimethyl-formamide; at 140 ℃; for 8h; Inert atmosphere;

DOI:10.1039/c6tc00153j

Reference yield:

methyl 4-methyl-3-methoxybenzoate (3556-83-0) → 4-Cyano-3-methoxy-benzoic acid methyl ester (210037-76-6)

Guidance literature:

Multi-step reaction with 3 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / ethyl acetate / Heating / reflux

2: sodium hydrogencarbonate / dimethyl sulfoxide / 3 h / 50 °C

3: formic acid; hydroxylamine hydrochloride / 25 h / 20 - 50 °C

With N-Bromosuccinimide; formic acid; 2,2'-azobis(isobutyronitrile); hydroxylamine hydrochloride; sodium hydrogencarbonate; In dimethyl sulfoxide; ethyl acetate;

upstream raw materials:

diazomethane

methyl 4-cyano-3-hydroxybenzoate

methyl iodide

4-formyl-3-methoxybenzoic acid methyl ester

Downstream raw materials:

4-hydroxymethyl-2-methoxy-benzonitrile

3-Methoxy-4-cyanobenzoyl chloride

4-Cyano-3-methoxybenzoic acid

2-methoxyterephthalic acid

Refernces

• 1、 Jiao, Yan,Li, Ming,Wang, Ning,Lu, Tao,Zhou, Liang,Huang, Yan,Lu, Zhiyun,Luo, Daibing,Pu, Xuemei. "A facile color-tuning strategy for constructing a library of Ir(III) complexes with fine-tuned phosphorescence from bluish green to red using a synergetic substituent effect of -OCH3 and -CN at only the C-ring of C∧N ligand". . p. 4269 - 4277. Retrieved 2016/06/01.
• 2、 -. "Prenyl transferase inhibitors". Page 43; 44. . Retrieved 2008/06/13.