4,8-E-法呢基乙酸香叶酯的合成

The Synthesis of 4,8-E-farnesyl Geranyl Acetate

以橙花叔醇、原乙酸三甲酯为原料、丁酸为催化剂、在130-150℃条件下,经酯交换、重排反应、得到法呢基乙酸甲酯顺反异构体,后在氢氧化钾的条件下水解、蒸干得法呢基乙酸钾盐顺反异构体、再以乙酸乙酯为溶剂结晶分离、酸化、得到4,8-E-法呢基乙酸,与香叶醇缩合得到4,8-E-法呢基乙酸香叶酯。该法操作简单,条件温和、总收率为27.6%。

Nerolidol and trimethyl orthoacetate was used as starting material to give farnesylacetic acid by esterification,rearrangement reaction between 130 - 150 ℃ in the presence of butyric acid. Farnesyl acetate potassium cis and trans isomers was obtained via hydrolysis reaction in the condition of potassium hydroxide. Following by crystallization separation in ethyl acetate and acidification,condensation with geraniol the title compund 4,8- E- farnesyl geranyl acetate was achieved. This method was simple,the reaction conditions were mild,and the total yield was 27. 6%.