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)

概要

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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.
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