NEW MATERIAL:10-Acetoxy-4,8-dimethyldeca-3,8-dienoic acid (R=CH3CO) and 10-hydroxy-4,8-dimethyldeca-3,8-dienoic acid (R=H) of formula I (R is CH3CO or H). USE:A synthetic intermediate of anastrephin and epianastrephin which is a pheromone attracting West Indian fruit fly and Mexican fruit fly. PREPARATION:The compound of formula I wherein R is CH3CO can be prepared e.g. by treating 8-hydroxy-6-methyl-6-octen-2-one of formula II with acetic anhydride in pyridine and subjecting the resultant 8-acetoxy-6-methyl-6-octen-2- one of formula III to Witting reaction with beta-carboxyethyl triphenyl phosphonium chloride. The other compound of formula I wherein R is H can be produced by hydrolyzing the above compound in a basic alcohol solution.
展开▼