4-cyano-4-(3,4-dimethoxyphenyl)-5-methyl hexanoic acid

Base Information

• Chemical Name: 4-cyano-4-(3,4-dimethoxyphenyl)-5-methyl hexanoic acid
• CAS No.: 36622-23-8
• Molecular Formula: C₁₆H₂₁NO₄
• Molecular Weight: 291.347
• Mol file: 36622-23-8.mol

Synonyms:4-cyano-4-(3,4-dimethoxyphenyl)-5-methyl hexanoic acid

Chemical Property of 4-cyano-4-(3,4-dimethoxyphenyl)-5-methyl hexanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-cyano-4-(3,4-dimethoxyphenyl)-5-methyl hexanoic acid

There total 3 articles about 4-cyano-4-(3,4-dimethoxyphenyl)-5-methyl hexanoic acid 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: 91.3%

4-(3 4-dimethoxyphenyl)-4-cyano-5-methylcapronitrile (102201-30-9) → C16H22N2O3 + C16H22N2O3 + 4-cyano-4-(3,4-dimethoxyphenyl)-5-methyl hexanoic acid (36622-23-8,36622-24-9,38175-99-4)

Guidance literature:

With potassium hydroxide; In ethanol; water; Large scale;

DOI:10.1021/op000059q

Reference yield: 90.0%

2-(3,4-dimethoxyphenyl)-5-hydroxy-2-(methylethyl)pentanenitrile (36770-70-4) → 4-cyano-4-(3,4-dimethoxyphenyl)-5-methyl hexanoic acid (36622-23-8,36622-24-9,38175-99-4)

Guidance literature:

With potassium permanganate; tetrabutylammomium bromide; In benzene; at 20 ℃; for 12h;

DOI:10.1021/jm049923l

Reference yield:

2-(3,4-dimethoxyphenyl)-3-methylbutyronitrile (20850-49-1) → C16H22N2O3 + C16H22N2O3 + 4-cyano-4-(3,4-dimethoxyphenyl)-5-methyl hexanoic acid (36622-23-8,36622-24-9,38175-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium t-butanolate / tert-butyl alcohol / 3.5 h / 20 - 25 °C / Large scale

2: potassium hydroxide / ethanol; water / Large scale

With potassium hydroxide; sodium t-butanolate; In ethanol; water; tert-butyl alcohol;

DOI:10.1021/op000059q

upstream raw materials:

2-(3,4-dimethoxyphenyl)-5-hydroxy-2-(methylethyl)pentanenitrile

4-(3 4-dimethoxyphenyl)-4-cyano-5-methylcapronitrile

2-(3,4-dimethoxyphenyl)-3-methylbutyronitrile

Downstream raw materials:

(S)-verapamilamide

(R)-verapamilamide

(-)-Verapamil hydrochloride

(+)-Verapamil hydrochloride

Refernces

• 1、 Bannister, Robin M.,Brookes, Michael H.,Evans, Graham R.,Katz, Ruth B.,Tyrrell, Nicholas D.. "A scaleable route to the pure enantiomers of verapamil". . p. 467 - 472. Retrieved 2013/08/07.