(S)-2-[1-(4-methylphenyl)-3-oxo-3-phenylpropyl]malononitrile

Base Information

• Chemical Name: (S)-2-[1-(4-methylphenyl)-3-oxo-3-phenylpropyl]malononitrile
• CAS No.: 1188358-59-9
• Molecular Formula: C₁₉H₁₆N₂O
• Molecular Weight: 288.349
• Mol file: 1188358-59-9.mol

Synonyms:(S)-2-[1-(4-methylphenyl)-3-oxo-3-phenylpropyl]malononitrile

Chemical Property of (S)-2-[1-(4-methylphenyl)-3-oxo-3-phenylpropyl]malononitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[1-(4-methylphenyl)-3-oxo-3-phenylpropyl]malononitrile

There total 6 articles about (S)-2-[1-(4-methylphenyl)-3-oxo-3-phenylpropyl]malononitrile 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: 95.0%

(E)-3-(4-methylphenyl)-1-phenyl-2-propen-1-one (22252-14-8,72758-77-1,4224-87-7) + malononitrile (109-77-3) → (S)-2-[1-(4-methylphenyl)-3-oxo-3-phenylpropyl]malononitrile (1188358-59-9)

Guidance literature:

With quinine; In toluene; at -18 ℃; for 90h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/adsc.200900712

Reference yield: 49.0%

α-bromocinnamaldehyde (5443-49-2) + 2-(1-(4-methylphenyl)-3-oxo-3-phenylpropyl)malononitrile (77609-07-5) → (S)-2-[1-(4-methylphenyl)-3-oxo-3-phenylpropyl]malononitrile (1188358-59-9) + (1'R,3'S)-4''-methyl-5'-phenyl-3',4'-dihydro-[1,1':3',1''-terphenyl]-2',2'(1'H)-dicarbonitrile

Guidance literature:

With C₂₁H₂₁N₄O₃⁽¹⁺⁾*BF₄^(1-); triethylamine; In dichloromethane; at 20 ℃; for 18h; enantioselective reaction; Molecular sieve; Inert atmosphere; Resolution of racemate;

DOI:10.1002/chem.201802420

Reference yield:

2-(4-methylbenzylidene)malononitrile (2826-25-7) + 3-oxo-3-phenylpropionic acid (614-20-0) → (S)-2-[1-(4-methylphenyl)-3-oxo-3-phenylpropyl]malononitrile (1188358-59-9) + (R)-2-(1-(4-methylphenyl)-3-oxo-3-phenylpropyl)malononitrile (1300747-56-1)

Guidance literature:

With C₂₆H₄₁N₃O₉S; In toluene; at -20 ℃; for 144h; Overall yield = 84 %; enantioselective reaction;

DOI:10.1002/adsc.201600485

upstream raw materials:

(E)-3-(4-methylphenyl)-1-phenyl-2-propen-1-one

malononitrile

2-(4-methylbenzylidene)malononitrile

3-oxo-3-phenylpropionic acid