MONOCYCLIC TERPENE ALCOHOLS .8. P-MENTHA-2,4(8)-DIEN-9-OL AND P-MENTHA-2,4(8)-DIEN-10-OL

被引:5
作者
CAMPS, F
机构
[1] Departamento de Química Orgánica, Centro de Investigación y Desarrollo, Patronato “Juan de la Cierva” (C.S.I.C.), Zona Universitaria
关键词
D O I
10.1021/jo01270a064
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dehydration of ethyl 8-hydroxy-p-menth-3-en-9-oate (I) to afford dienic esters was studied under a variety of conditions. It was found that ethyl p-mentha-2,4(8)-dien-9-oate (V) was formed predominantly by phosphorus oxychloride-pyridine treatment of I, whereas pyrolysis of the acetate of I yielded ethyl p-mentha-2,4(8)- dien-10-oate (IV) and V in a 1:1 ratio. The same ratio was reached by thermal isomerization of V. p-Mentha- 2,4(8)-dien-9-ol and p-mentha-2,4(8)-dien-lO-ol were obtained by lithium aluminum hydride reduction of the corresponding esters. © 1968, American Chemical Society. All rights reserved.
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页码:2466 / &
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