Benzeneacetonitrile, a-ethenyl-a-ethyl-

Base Information

• Chemical Name: Benzeneacetonitrile, a-ethenyl-a-ethyl-
• CAS No.: 13312-96-4
• Molecular Formula: C12H13N
• Molecular Weight: 171.242
• Mol file: 13312-96-4.mol

Synonyms:

Chemical Property of Benzeneacetonitrile, a-ethenyl-a-ethyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzeneacetonitrile, a-ethenyl-a-ethyl-

There total 5 articles about Benzeneacetonitrile, a-ethenyl-a-ethyl- 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: 81.0%

2-phenylbutanenitrile (769-68-6) + trimethylsilylacetylene (1066-54-2) → 2-ethyl-2-phenylbut-3-enenitrile (13312-96-4)

Guidance literature:

With caesium tert-butoxide; In 1-methyl-pyrrolidin-2-one; at 25 ℃; for 48h;

Reference yield: 79.0%

(1-ethyl-1,2-propadienyl)benzene (59409-55-1) + P-toluenesulfonyl cyanide (19158-51-1) → 2-ethyl-2-phenylbut-3-enenitrile (13312-96-4)

Guidance literature:

(1-ethyl-1,2-propadienyl)benzene; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 40 ℃; for 2h; Inert atmosphere; Sealed tube;

P-toluenesulfonyl cyanide; In tetrahydrofuran; at 20 ℃; for 1h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1039/c8cc09229j

Reference yield: 77.0%

2-(2-bromophenyl)-2-ethylbutyronitrile (212626-87-4) → 2-ethyl-2-phenylbut-3-enenitrile (13312-96-4)

Guidance literature:

With tris(5-fluoro-2-methylphenyl)phosphane; potassium carbonate; palladium diacetate; In N,N-dimethyl-formamide; at 100 ℃; for 0.75h;

DOI:10.1002/chem.200600811

upstream raw materials:

2-phenylbutanenitrile

trimethylsilylacetylene

2-(2-bromophenyl)-2-ethylbutyronitrile

2-(2-bromophenyl)acetonitrile

Downstream raw materials:

4-cyano-4-phenyl-hexanoic acid [2-(3,4-dimethoxy-phenyl)-ethyl]-methyl-amide

2-ethyl-2-phenyl-butyronitrile

4-cyano-4-phenyl-hexanoic acid [2-(3,4-dimethoxy-phenyl)-ethyl]-amide

Refernces

• 1、 Kiyokawa, Kensuke,Hata, Shotaro,Kainuma, Shunpei,Minakata, Satoshi. "Electrophilic cyanation of allylic boranes: Synthesis of β,γ-unsaturated nitriles containing allylic quaternary carbon centers". supporting information. p. 458 - 461. Retrieved 2019/01/10.
• 2、 Hitce, Julien,Baudoin, Olivier. "Substituted benzocarbocycles by palladium-catalyzed cascade reactions featuring a C(sp3) - H activation step". . p. 2054 - 2060. Retrieved 2008/09/17.