A Convenient Synthesis of 3,5-bis(Trifluoromethyl)Salicylic Acid
作者:
Zhihua Sui,
MarkJ. Macielag,
期刊:
Synthetic Communications
(Taylor Available online 1997)
卷期:
Volume 27,
issue 20
页码: 3581-3590
ISSN:0039-7911
年代: 1997
DOI:10.1080/00397919708007080
出版商: Taylor & Francis Group
数据来源: Taylor
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.
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