2-(4-methoxyphenyl)-3-oxo-3-phenylpropanenitrile

Base Information

• Chemical Name: 2-(4-methoxyphenyl)-3-oxo-3-phenylpropanenitrile
• CAS No.: 5219-04-5
• Molecular Formula: C16H13NO2
• Molecular Weight: 251.285
• Mol file: 5219-04-5.mol

Synonyms:2-(4-Methoxy-phenyl)-3-oxo-3-phenyl-propionitril;2-(4-methoxyphenyl)-3-oxo-3-phenylpropanenitrile;

Chemical Property of 2-(4-methoxyphenyl)-3-oxo-3-phenylpropanenitrile

Chemical Property:

• Vapor Pressure: 2.13E-07mmHg at 25°C
• PSA: 50.09000
• LogP: 3.18528

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-methoxyphenyl)-3-oxo-3-phenylpropanenitrile

There total 3 articles about 2-(4-methoxyphenyl)-3-oxo-3-phenylpropanenitrile 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: 93.0%

1-benzoyl-1H-benzotriazole (4231-62-3) + p-methoxybenzylnitrile (104-47-2) → [1-cyano-1-(4-methoxypheny)-methyl] phenyl ketone (5219-04-5)

Guidance literature:

p-methoxybenzylnitrile; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

1-benzoyl-1H-benzotriazole; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

DOI:10.1021/jo026796x

Reference yield: 73.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + p-methoxybenzylnitrile (104-47-2) → [1-cyano-1-(4-methoxypheny)-methyl] phenyl ketone (5219-04-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; Heating;

DOI:10.1039/b005286h

Reference yield:

benzoic acid ethyl ester (93-89-0,99341-95-4) + p-methoxybenzylnitrile (104-47-2) → [1-cyano-1-(4-methoxypheny)-methyl] phenyl ketone (5219-04-5)

Guidance literature:

Multistep reaction; (i) NaH, DMSO, (ii) /BRN= 1908172/;

DOI:10.1021/jo01023a032

upstream raw materials:

benzoic acid ethyl ester

p-methoxybenzylnitrile

benzoic acid methyl ester

1-benzoyl-1H-benzotriazole

Downstream raw materials:

(4-methoxyphenyl)(tetrazol-5-yl)methyl phenyl ketone

2-(4-methoxyphenyl)acetamide

6-methoxy-1-(4-methoxyphenyl)-2-phenyl-1H-indene-1,3-dicarbonitrile

anisindione

Refernces

• 1、 Malkov, Andrei V.,Stoncius, Sigitas,Vrankova, Kvetoslava,Arndt, Matthias,Kocovsky, Pavel. "Dynamic kinetic resolution in the asymmetrie synthesis of β-amino acids by organocatalytic reduction of enamines with trichlorosilane". supporting information; experimental part. p. 8082 - 8085. Retrieved 2009/09/29.
• 2、 Katritzky, Alan R.,Abdel-Fattah, Ashraf A. A.,Wang, Mingyi. "Expedient acylations of primary and secondary alkyl cyanides to α-substituted β-ketonitriles". . p. 4932 - 4934. Retrieved 2007/10/03.