ACTION OF PERACETIC ACID ON (+)-SABINOL

被引:17
作者
GARSIDE, P
HALSALL, TG
HORNBY, GM
机构
[1] Dyson Perrins Laboratory, Oxford
来源
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 05期
关键词
D O I
10.1039/j39690000716
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The compound said to have the constitution C10H 18O3, obtained by Henderson and Robertson from the action of peracetic acid on (+)-sabinol, has been shown to be p-menthane-1α, 2β,4β-triol (C10H20O3) by its synthesis from (+)-terpinen-4-ol. The origin of the triol from the sabinol reaction is discussed and it is suggested that it actually arises from terpinen-4-ol, present either as impurity or as a product of the reaction of acetic acid on sabinol. The products of this reaction have been investigated and terpinen-4-ol has been found to be present. (+)-2-endo-Hydroxy-1,4-cineole was obtained by acid-catalysed rearrangement of (+)-terpinen-4-ol α-epoxide.
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页码:716 / &
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