2-(3,4-Dimethoxyphenyl)-2-isopropylpentanedinitrile

Base Information

• Chemical Name: 2-(3,4-Dimethoxyphenyl)-2-isopropylpentanedinitrile
• CAS No.: 102201-30-9
• Molecular Formula: C₁₆H₂₀N₂O₂
• Molecular Weight: 272.347
• DSSTox Substance ID: DTXSID10545391
• Mol file: 102201-30-9.mol

Synonyms:2-(3,4-dimethoxyphenyl)-2-isopropylpentanedinitrile;102201-30-9;2-(3,4-dimethoxyphenyl)-2-propan-2-ylpentanedinitrile;2-(3,4-dimethoxyphenyl)-2-(propan-2-yl)pentanedinitrile;SCHEMBL10639333;DTXSID10545391;CEA20130;AKOS005110992;NCGC00326031-01;CS-0329836;AB01321275-02;AN-329/40175316;4-(3,4-dimethoxyphenyl)-4-cyano-5- methylcapronitrile

Chemical Property of 2-(3,4-Dimethoxyphenyl)-2-isopropylpentanedinitrile

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 272.152477885
• Heavy Atom Count: 20
• Complexity: 403

Purity/Quality:

98%min ^*data from raw suppliers

2-(3,4-Dimethoxyphenyl)-2-isopropylpentanedinitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C(CCC#N)(C#N)C1=CC(=C(C=C1)OC)OC

Technology Process of 2-(3,4-Dimethoxyphenyl)-2-isopropylpentanedinitrile

There total 1 articles about 2-(3,4-Dimethoxyphenyl)-2-isopropylpentanedinitrile 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:

2-(3,4-dimethoxyphenyl)-3-methylbutyronitrile (20850-49-1) + acrylonitrile (107-13-1,25014-41-9) → 4-(3 4-dimethoxyphenyl)-4-cyano-5-methylcapronitrile (102201-30-9)

Guidance literature:

With sodium t-butanolate; In tert-butyl alcohol; at 20 - 25 ℃; for 3.5h; Large scale;

DOI:10.1021/op000059q

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:

4-(3 4-dimethoxyphenyl)-4-cyano-5-methylcapronitrile (102201-30-9) → (-)-Verapamil hydrochloride (36622-28-3,152-11-4)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium hydroxide / ethanol; water / Large scale

2: ethyl acetate / 2 h / 60 - 65 °C / Large scale

3: m-nitrobenzene boronic acid / 5,5-dimethyl-1,3-cyclohexadiene / 24 h / 40 °C / Reflux

4: dimethylsulfide borane complex / tetrahydrofuran / 16 h / 0 - 25 °C

With dimethylsulfide borane complex; m-nitrobenzene boronic acid; potassium hydroxide; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; ethanol; water; ethyl acetate;

DOI:10.1021/op000059q

upstream raw materials:

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

acrylonitrile

Downstream raw materials:

Verapamil

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

(R)-verapamilic acid

(S)-verapamilic acid

Refernces