57 サイクロヘキセンオキサイドを助剤とするセミカルバゾン及びオキシムの一製法

概要

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After addition of theoretical amount of cyclohxene oxide to the aqueous solution of semicarbazidehydrochloride or of hydroxylaminehydrochloride, methanol was added to produce a clear solution. Then substances were dissolved in this solution and, if necessary, methanol was added and heated on a water bath. Thus the carbonyl compounds were condensed with the bases and hydrochloric acid was combined with cyclohexene oxide yielding 2-chlocyclohexanol.Results of the preparation of semicarbazones : Cinnamic aldehyde, benzaldehyde and furfural were immediately condensed with the base at room temperature yielding semicarbazones. The derivatives of vanillin, acetophenone and menthone were obtained in 1 minute, that of acetone was prepared in 3 minutes after warming for 1 minute and that of camphor was prepared in 5minutes after warming for 15 minutes.Results of the preparation of oximes : Camphor was readily oximated by this reagent and the derivative was separated after warming for 30 minutes and adding cold water. Mannose oxime was also obtained after warming for 15 minutes and cooling in ice.According to these results above, it is obvious that cyclohexene oxide which is a neutral reagent is an effective auxiliary reagent in the preparation of semicarbazones or of oximes from carbonyl compounds with semicarbazidehydrochloride or hydroxylaminehydrochloride.
日本森林学会の論文
1952-10-25