A convenient synthesis of 3,5-bis(trifluoromethyl)salicylic acid

被引：3
|
作者：
Sui, ZH
Macielag, MJ
机构：
[1] R. W. Johnson Pharmaceutical Res. I., Raritan, NJ 08869
来源：
SYNTHETIC COMMUNICATIONS | 1997年 / 27卷 / 20期
关键词：
D O I：
10.1080/00397919708007080
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A convenient method is reported for the synthesis of the biologically important intermediate, 3,5-bis(trifluoromethyl)-salicylic acid, by a sequence involving diazotization/iodination of 2-bromo-3,5-bis(trifluoromethyl)aniline, displacement of the bromide with sodium methoxide, and carboxylation of the anion generated by lithium-iodine exchange with carbon dioxide. Alternatively, the anion could be carbonylated with dimethylformamide and the resulting aldehyde oxidized with Jones reagent. Demethylation of 3,5-bis(trifluoromethyl)anisic acid with boron tribromide gave the title compound.
引用
收藏
页码：3581 / 3590
页数：10
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