(E)-2-(4-methoxybenzoyl)-3-phenylacrylonitrile

Base Information

• Chemical Name: (E)-2-(4-methoxybenzoyl)-3-phenylacrylonitrile
• CAS No.: 82791-83-1
• Molecular Formula: C₁₇H₁₃NO₂
• Molecular Weight: 263.296
• Mol file: 82791-83-1.mol

Synonyms:(E)-2-(4-methoxybenzoyl)-3-phenylacrylonitrile

Chemical Property of (E)-2-(4-methoxybenzoyl)-3-phenylacrylonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-(4-methoxybenzoyl)-3-phenylacrylonitrile

There total 1 articles about (E)-2-(4-methoxybenzoyl)-3-phenylacrylonitrile 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: 33.0%

4-methoxybenzoyl cyanide (14271-83-1) + phenylacetylene (536-74-3) → (E)-2-(4-methoxybenzoyl)-3-phenylacrylonitrile (82791-83-1) + (Z)-3-cyano-1-(4-methoxyphenyl)-3-phenyl-2-propen-1-one (155701-75-0) + 1-(4-methoxy-phenyl)-3-phenyl-propynone (16616-43-6)

Guidance literature:

Pd(OAc)2-PPh₃-0.5 1,4-bis(diphenylphosphino)butane; In 1,2-dichloro-ethane; at 70 ℃; for 20h; Product distribution; Mechanism; other times;

DOI:10.1021/jo00089a006

Reference yield: 99.0%

(E)-2-(4-methoxybenzoyl)-3-phenylacrylonitrile (82791-83-1) → (2R,3S)-2-(4-methoxybenzoyl)-3-phenyloxirane-2-carbonitrile (1261378-94-2)

Guidance literature:

With tert.-butylhydroperoxide; bis(3,5-dimethylphenyl)-(S)-pyrrolidin-2-ylmethanol; In decane; m-xylene; at -20 ℃; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/jo102020a

Reference yield:

C18H16O2S + (E)-2-(4-methoxybenzoyl)-3-phenylacrylonitrile (82791-83-1) → C35H29NO4S + C35H29NO4S

Guidance literature:

With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((R)-((S)-1-methylpyrrolidin-2-yl)(phenyl)methyl)thiourea; In tert-butyl methyl ether; at 20 ℃; for 120h; Overall yield = 55 %; Overall yield = 30.8 mg; stereoselective reaction;

DOI:10.1055/s-0036-1591736

upstream raw materials:

4-methoxybenzoyl cyanide

phenylacetylene

Downstream raw materials:

5-Amino-2-(4-methoxy-phenyl)-4-phenyl-furan-3-carbonitrile

(2R,3S)-2-(4-methoxybenzoyl)-3-phenyloxirane-2-carbonitrile

tert-butyl 2-((3S,4R,5S)-4-cyano-4-(4-methoxybenzoyl)-5-phenyltetrahydrothiophen-3-yl)acetate