Benzonitrile, 4-[2-(1-naphthalenyl)-2-oxoethyl]-

Base Information

• Chemical Name: Benzonitrile, 4-[2-(1-naphthalenyl)-2-oxoethyl]-
• CAS No.: 62044-11-5
• Molecular Formula: C19H13NO
• Molecular Weight: 271.318
• Mol file: 62044-11-5.mol

Synonyms:

Chemical Property of Benzonitrile, 4-[2-(1-naphthalenyl)-2-oxoethyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzonitrile, 4-[2-(1-naphthalenyl)-2-oxoethyl]-

There total 3 articles about Benzonitrile, 4-[2-(1-naphthalenyl)-2-oxoethyl]- 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: 66.0%

1-Iodonaphthalene (90-14-2) + 4-cyano-benzylzinc bromide (135579-87-2) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) → 4-[2-(naphthalen-1-yl)-2-oxoethyl]benzonitrile (62044-11-5)

Guidance literature:

With palladium diacetate; 1,4-di(diphenylphosphino)-butane; In tetrahydrofuran; at 90 ℃; for 1h; under 1500.15 Torr; chemoselective reaction; Sealed tube; Microwave irradiation;

DOI:10.1002/ejoc.201300610

Reference yield: 63.0%

1-Bromonaphthalene (90-11-9) + 4-cyano-benzylzinc bromide (135579-87-2) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) → 4-[2-(naphthalen-1-yl)-2-oxoethyl]benzonitrile (62044-11-5)

Guidance literature:

With trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); 1,8-diazabicyclo[5.4.0]undec-7-ene; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; at 120 ℃; for 0.5h; under 2250.23 Torr; chemoselective reaction; Microwave irradiation; Sealed tube;

DOI:10.1002/ejoc.201300610

Reference yield:

4-cyanophenylacetic acid (5462-71-5) → 4-[2-(naphthalen-1-yl)-2-oxoethyl]benzonitrile (62044-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / dioxane

2: AlCl₃ / CS₂

With aluminium trichloride; thionyl chloride; In 1,4-dioxane; carbon disulfide;

upstream raw materials:

4-cyanophenylacetic acid

1-Iodonaphthalene

4-cyano-benzylzinc bromide

molybdenum hexacarbonyl

Refernces

• 1、 Wagner,Voigt. "Synthesis of amidinobenzylaryl, amidinobenzylalkyl and amidinobenzylalkoxymethylketones". . p. 432 - 436. Retrieved 2007/10/06.