Homocoupling of a Grignard Reagent toward the Synthesis of 2,2′-Bis(trifluoromethyl)-4,4′-diaminobiphenyl

被引：4

作者：

Nakatani, Jiro ^{[1
]}

Nozoe, Tatsuhiro ^{[1
]}

机构：

[1] Toray Fine Chem Co Ltd, Specialty Chem Technol Dev Dept, Moriyama, Shiga 5240041, Japan

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2021年 / 25卷 / 11期

关键词：

Grignard reagents; homocoupling; biphenyls; 2,2; bis(trifluoromethyl)-4,4 '; diaminobiphenyl; FUNCTIONALIZED ARYLMAGNESIUM; ATMOSPHERIC OXYGEN; ARYL; ALKENYL; LICL;

D O I：

10.1021/acs.oprd.1c00227

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A new process for the synthesis of 2,2'-bis(trifluoromethyl)-4,4'-diaminobiphenyl (TFMB) comprising three steps has been industrially developed. The first step is the homocoupling of the Grignard reagent derived from 1-chloro-2-(trifluoromethyl)benzene with iron chloride(III) in the presence of an oxidizing agent to afford 2,2'-bis(trifluoromethyl)biphenyl. The second step is the nitration of this biphenyl to 2,2'-bis(trifluoromethyl)-4,4'-dinitrobiphenyl, and the third step is the reduction of this dinitrobiphenyl using hydrogen over Pd/C to afford TFMB. This process has been demonstrated on an industrial scale.

引用

页码：2442 / 2446

页数：5

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