(S)-4-oxo-2,4-diphenylbutanenitrile

Base Information

• Chemical Name: (S)-4-oxo-2,4-diphenylbutanenitrile
• CAS No.: 121378-13-0
• Molecular Formula: C₁₆H₁₃NO
• Molecular Weight: 235.285
• Mol file: 121378-13-0.mol

Synonyms:(S)-4-oxo-2,4-diphenylbutanenitrile

Chemical Property of (S)-4-oxo-2,4-diphenylbutanenitrile

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of (S)-4-oxo-2,4-diphenylbutanenitrile

There total 11 articles about (S)-4-oxo-2,4-diphenylbutanenitrile 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%

2-hydroxy-2,2-diphenylacetonitrile (4746-48-9) + benzalacetophenone (94-41-7) → (S)-4-oxo-2,4-diphenylbutanenitrile (121378-13-0)

Guidance literature:

With 2-tert-Butylphenol; (R)-6,6'-di(1-adamantyl)-1,1'-binaphthyl-2,2'-diylphosphoric acid; sodium amide; In toluene; at 80 ℃; for 2h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201300406

Reference yield: 89.0%

trimethylsilyl cyanide (7677-24-9) + benzalacetophenone (94-41-7) → (S)-4-oxo-2,4-diphenylbutanenitrile (121378-13-0)

Guidance literature:

With 4-nitro-phenol; (Sa)-2'-[(S)-hydroxy(pyridin-2-yl)methyl]-(1,1'-binaphthalen)-2-ol; dibutylmagnesium; In diethyl ether; at -5 ℃; Reagent/catalyst; enantioselective reaction; Catalytic behavior;

DOI:10.1039/c5cy01056j

Reference yield:

2-hydroxy-2-methylpropanenitrile (75-86-5) + 1,3-diphenyl-propen-3-one (614-47-1) → (+)-4-oxo-2,4-diphenylbutanenitrile (6268-00-4,77670-32-7,121378-12-9,121378-13-0) + (-)-4-oxo-2,4-diphenylbutanenitrile (6268-00-4,77670-32-7,121378-12-9,121378-13-0)

Guidance literature:

With sodium cyanide; (S,S)-1,2-bis<(2,4-dichlorobenzoyl)oxymethyl>-15-crown-5; In toluene; for 15h; Yield given. Yields of byproduct given; Ambient temperature;

upstream raw materials:

2-hydroxy-2-methylpropanenitrile

1,3-diphenyl-propen-3-one

trimethylsilyl cyanide

benzalacetophenone

Refernces

• 1、 Song, Lu,Fu, Niankai,Ernst, Brian G.,Lee, Wai Hang,Frederick, Michael O.,DiStasio, Robert A.,Lin, Song. "Dual electrocatalysis enables enantioselective hydrocyanation of conjugated alkenes". . p. 747 - 754. Retrieved 2020/07/03.
• 2、 Yang, Jingya,Wu, Shaoxiang,Chen, Fu-Xue. "Chiral sodium phosphate catalyzed enantioselective 1,4-addition of TMSCN to aromatic enones". experimental part. p. 2725 - 2728. Retrieved 2010/12/25.