1-HALOGENO-6-METHYL-5-HEPTEN-2-OL, ITS DERIVATIVE, AND THEIR PREPARATION

摘要

NEW MATERIAL:The 1-halogeno-6-methyl-5-hepten-2-ol of formulaI(X is halogen; Y is H or hydroxyl-protecting group) and its derivative. EXAMPLE:1-Chloro-6-methyl-5-hepten-2-ol. USE:An intermediate for the synthesis of (1RS, 4RS, 5RS)-4-(4,8-dimethyl-5-hydroxy-7-nonenyl)-4-methyl-3,8-dioxabicyclo-[3 ,2,1]-octane-1-acetic acid useful as a contraceptive. PROCESS:The compound of formula IV which is one of the compounds of formula I can be prepared by (1) reacting a prenyl halide of formula II (Z is halogen) with magnesium, and (2) reacting the resultant prenyl magnesium halogenide with an epihalogenohydrin of formula III.