4-(2-METHOXYPHENYL)-4-OXOBUTYRONITRILE

Base Information

• Chemical Name: 4-(2-METHOXYPHENYL)-4-OXOBUTYRONITRILE
• CAS No.: 113522-19-3
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.21
• Mol file: 113522-19-3.mol

Synonyms:4-(2-METHOXYPHENYL)-4-OXOBUTYRONITRILE

Chemical Property of 4-(2-METHOXYPHENYL)-4-OXOBUTYRONITRILE

Chemical Property:

• Vapor Pressure: 2.06E-05mmHg at 25°C
• Boiling Point: 361.5°C at 760 mmHg
• Flash Point: 158°C
• Density: 1.104g/cm³

Purity/Quality:

95% ^*data from raw suppliers

4-(2-Methoxyphenyl)-4-oxobutyronitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(2-METHOXYPHENYL)-4-OXOBUTYRONITRILE

There total 13 articles about 4-(2-METHOXYPHENYL)-4-OXOBUTYRONITRILE 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: 64.0%

acrylonitrile (107-13-1,25014-41-9) → 4-(2-methoxy-phenyl)-4-oxo-butyronitrile (113522-19-3)

Guidance literature:

In toluene; for 23h; Heating;

DOI:10.1016/S0022-328X(01)00803-8

Reference yield: 58.0%

3-(2-methoxyphenyl)prop-2-ynoic acid (7342-00-9) + acetonitrile (75-05-8,26809-02-9) → 4-(2-methoxy-phenyl)-4-oxo-butyronitrile (113522-19-3)

Guidance literature:

With water; copper diacetate; manganese(III) triacetate dihydrate; sodium hydrogencarbonate; dibenzoyl peroxide; at 90 ℃; for 6h; Sealed tube;

DOI:10.1021/acs.orglett.9b00520

Reference yield: 55.0%

acetonitrile (75-05-8,26809-02-9) + 1-methoxy-2-(1-methoxyvinyl)benzene (210540-78-6) → 4-(2-methoxy-phenyl)-4-oxo-butyronitrile (113522-19-3) + 2-tert-butoxy-o-methoxyacetophenone

Guidance literature:

With tert-butyl hypofluorite; In chloroform; at 0 ℃; for 0.333333h;

DOI:10.1021/jo9723366

upstream raw materials:

potassium cyanide

3-Dimethylamino-1-(2-methoxy-phenyl)-propan-1-one; hydrochloride

tert-butyl hypofluorite

1-methoxy-2-(1-methoxyvinyl)benzene

Downstream raw materials:

2-(2-methoxyphenyl)pyrrolidine

Refernces

• 1、 Cheng, Pi,Wang, Wei,Wang, Lin,Zeng, Jianguo,Reiser, Oliver,Liang, Yun. "Ag2CO3-mediated direct functionalization of alkyl nitriles: Facile synthesis of γ-ketonitriles through nitrile alkylation of enol acetates". . p. 1408 - 1412. Retrieved 2019/05/06.
• 2、 Ociepa, Micha?,Baka, Oskar,Narodowiec, Jakub,Gryko, Dorota. "Light-Driven Vitamin B12-Catalysed Generation of Acyl Radicals from 2-S-Pyridyl Thioesters". supporting information. p. 3560 - 3565. Retrieved 2017/10/24.