酸の存在下における1, 2-エピチオアルカンとアルコールとの反応
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概要
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The reaction of 1, 2-epithiodecane (I) with methanol in the presence of sulfuric, p-toluenesulfonic, and methanesulfonic acids gave a mixture of 2-methoxy-1-decanethiol (II), 1-methoxy-2-decanethiol (III), and a polymer. The ratio of the yields of II and III was little changed with the reaction conditions such as reaction temperature, reaction time, and kinds and amounts of acids, and it was about 6 : 4. Each NMR spectrum of the polymers formed under various conditions showed that the ratio of [CH<SUB>3</SUB>- (CH<SUB>2</SUB>)<SUB>7</SUB>, -CH-CH<SUB>2</SUB>-] / [CH<SUB>3</SUB>O-] was 24. <BR>The reaction of 1, 2-epithiooctane, 1, 2-epithiododecane, and 1, 2-epithiotetradecane with methanol, and I with other primary alcohols in the presence of sulfuric acid gave similar results described above. On the other hand, the reaction of I with secondary alcohols in the presence of sulfuric acid gave almost the same amounts of 2-alkoxy-1- and 1-alkoxy-2-decanethiols. <BR>The reactivities of alcohols to 1, 2-epithioalkanes were primary > secondary>tertiary alcohols.
- 社団法人 日本油化学会の論文