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
收藏
页码：2442 / 2446
页数：5
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