ジメチルホルムアミド中におけるフレェノール類アルカリ塩のカルボキシル化反応

石炭酸誘導体のカルボキシル化反応 (第9報)

抄録

The reactions of substituted phenoxides with carbon dioxide in N, N-dimethylformamide (DMF) were studied.
In the phenoxides containing a methyl-, amino-, hydroxyl-, or chlorine-substituent, the carboxyl groups were introduced into the para-position as well as ortho-position. This unusual Kolbe-Schmidt type reaction hardly occurred in meta-substituted phenoxides.
In DMF, with the exception of o- and p-aminophenoxides, the carboxylation was effected under rather mild conditions. Phenol derivatives containing a nitro-, sulfo-, carbamoyl-, or carboxyl-group underwent such reaction with difficulty.
Though a hydroxy acid was obtained in a low yield from 8-hydroxyquinoline, β-naphthol and pyrroles were fully devoid of reactivity.