固体酸催化15-羟基十五烷酸酯合成环十五内酯  

Catalytic Synthesis of Cyclopentadecanolide by Solid Acid from 15-Hydroxypentadecanoic Acid Ester

作　　者：赖芳[1] 刘雄民[1] 杨金来[1] 

机构地区：[1]广西大学化学化工学院,广西南宁530004

出　　处：《南京理工大学学报》2011年第3期392-396,共5页Journal of Nanjing University of Science and Technology

基　　金：广西自然科学基金(桂科自0135013);教育部科学技术研究重点项目(204110);广西教育厅研究项目(桂教科研[2005]47号);广西科学基金项目(桂科基0832002);广西科技攻关项目(桂科攻1099061-2)

摘　　要：为探讨合成环十五内酯的新工艺,以蒜头果油为原料制备15-羟基十五烷酸酯,在强酸性阳离子交换树脂催化下合成环十五内酯。比较了两条合成路线:蒜头果油经提取得到二十四碳-15-烯酸,经臭氧化、还原、甲酯化反应得到15-羟基十五烷酸甲酯,在强酸性阳离子交换树脂催化下发生内酯化反应生成环十五内酯,收率为14.4%;蒜头果油直接经臭氧化、还原、甲酯化反应后,在强酸性阳离子交换树脂催化下发生内酯化反应生成环十五内酯,收率为10.4%。考察了树脂类型以及不同酯基的15-羟基十五烷酸酯对内酯化反应的影响,结果表明LS-50树脂的催化效果最佳,15-羟基十五烷酸乙酯合成环十五内酯的收率达到19.5%。To study the new technology of obtaining cyclopentadecanolide,cyclopentadecanolide is catalyzed by strong acid cation exchange resin from 15-hydroxypentadecanoic acid ester prepared with Malania olceifera Chun oil as stuff.Two synthetic methods are compared：15-tetracosenoic acid is extracted from Malania olceifera Chun oil and converted into methyl 15-hydroxypentadecanoate via ozonization,reduction and methyl esterfication,cyclopentadecanolide is synthesized by strong acid cation exchange resin catalyzed via lactonization,and the yield is 14.4%.After Malania olceifera Chun oil is ozonized,reducted,and methyl esterified with methanol,methyl 15-hydroxypentadecanoate is transformed into cyclopentadecanolide catalyzed by strong acid cation resin via cyclization,and the yield is 10.4%.The effects of resin categories and the ester group of 15-hydroxypentadecanoic acid ester on cyclization are discussed.The results show that the optimal catalyst is LS-50 resin,and the yield of cyclopentadecanolide from ethyl 15-hydroxypentadecanoate attains 19.5%.

关 键 词：蒜头果油 15-羟基十五烷酸酯 强酸性阳离子交换树脂 环十五内酯 内酯化反应 

分 类 号：O623.624[理学—有机化学]