(±)-3-[2-(dimethoxymethyl)phenyl]-3-phenylsulfanylpropionitrile

Base Information

• Chemical Name: (±)-3-[2-(dimethoxymethyl)phenyl]-3-phenylsulfanylpropionitrile
• CAS No.: 1623812-14-5
• Molecular Formula: C₁₈H₁₉NO₂S
• Molecular Weight: 313.42
• Mol file: 1623812-14-5.mol

Synonyms:(±)-3-[2-(dimethoxymethyl)phenyl]-3-phenylsulfanylpropionitrile

Chemical Property of (±)-3-[2-(dimethoxymethyl)phenyl]-3-phenylsulfanylpropionitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (±)-3-[2-(dimethoxymethyl)phenyl]-3-phenylsulfanylpropionitrile

There total 2 articles about (±)-3-[2-(dimethoxymethyl)phenyl]-3-phenylsulfanylpropionitrile 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: 88.0%

C12H13NO2 (1207279-39-7) + thiophenol (108-98-5) → (±)-3-[2-(dimethoxymethyl)phenyl]-3-phenylsulfanylpropionitrile (1623812-14-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/cmdc.201402110

Reference yield:

1-iodo-2-(dimethoxymethyl)benzene (933672-30-1) → (±)-3-[2-(dimethoxymethyl)phenyl]-3-phenylsulfanylpropionitrile (1623812-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; tetrabutylammomium bromide; sodium hydrogencarbonate / N,N-dimethyl-formamide / 24 h / 140 °C / Inert atmosphere

2: n-butyllithium / hexane; tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With n-butyllithium; tetrabutylammomium bromide; palladium diacetate; sodium hydrogencarbonate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 1: |Heck Reaction;

DOI:10.1002/cmdc.201402110

Reference yield: 57.0%

(±)-3-[2-(dimethoxymethyl)phenyl]-3-phenylsulfanylpropionitrile (1623812-14-5) → 2-(3-aminopropyl)benzaldehyde dimethyl acetal (1432738-75-4) + (±)-2-[3-amino-1-(phenylsulfanyl)propyl]benzaldehyde dimethyl acetal (1623812-15-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 4 ℃; for 16h; Inert atmosphere;

DOI:10.1002/cmdc.201402110

upstream raw materials:

1-iodo-2-(dimethoxymethyl)benzene

C₁₂H₁₃NO₂

thiophenol

Downstream raw materials:

2-(3-aminopropyl)benzaldehyde dimethyl acetal

(±)-2-[3-amino-1-(phenylsulfanyl)propyl]benzaldehyde dimethyl acetal

(±)-5-(phenylsulfanyl)-2,3,4,5-tetrahydro-1H-2-benzazepine