Guo Bing-nan
2006
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Journal
Fine chemicals
Abstract
Using 1,10-dibromodecane and ethyl acetoacetate as raw materials,by phase-transfer catalytic condensation and hydrolysis of the product without separation,the key intermediate for synthesizing muscone,2,15-hexadecanedione,was obtained in 78.6% yield.Then TiCl_4 with different tertiary amines was applied as catalyst to the intramolecular ring closing aldol condensation of 2,15-hexadecanedion to give dehydrogenated muscone,and the ratio of E/Z isomers was determined.The result indicated that TiCl_4-i-Pr_2NEt can make the yield of ring closure reaction to 79.5% with good stereoselectivity(E(trans-)/Z(cis-) isomers=3).The product was confirmed by MS,~1HNMR and IR.