定位选择合成柠檬酸月桂醇单酯  

Regioselective Synthesis of Monolauryl Citrate

作　　者：鲁俊[1] 杨海浪[1] 赵良俊[2] 肖超渤[2] 

机构地区：[1]襄樊学院化学与生物科学系,襄樊441003 [2]武汉大学化学与分子科学学院,武汉430072

出　　处：《应用化学》2006年第10期1176-1178,共3页Chinese Journal of Applied Chemistry

基　　金：湖北省教育厅重点科研基金资助项目(D200525003)

摘　　要：通过选择性酯化反应,合成柠檬酸月桂醇单酯。将等浓度的柠檬酸和多聚甲醛加热,反应生成柠檬酸缩醛环酯(Ⅰ),产率为63%;(Ⅰ)与乙酸酐反应得到相应的柠檬酸酐(Ⅱ),产率为87%;(Ⅱ)与月桂醇酯化,生成产物(Ⅲ),产率为76%;用二氧六环做溶剂,将(Ⅲ)与等浓度的碱进行开环反应,生成柠檬酸月桂醇单酯(Ⅳ),产率为83%。用红外光谱、核磁共振和元素分析技术对中间体和产物的结构做表征。Monolauryl citrate was synthesized by regioselective esterification. Reaction of citric acid with paraformaldehyde gave anhydromethylene citric acid （ Ⅰ ） with a yield of 63% ; the reaction of compound （ Ⅰ ） with acetic anhydride gave the corresponding anhydride（ Ⅱ ） with a yield of 87% ; the esterification of compound （ Ⅱ ） with lauryl alcohol gave anhydrocitric acid monoester（ Ⅲ ） with a yield of 76%. Refluxing （ Ⅲ ） with 1 equivalent of base in aqueous dioxane All the compounds were characterized by means of , the monolauryl citrate was obtained with a yield of 83%. ^1H NMR, IR and Elemental Analysis.

关 键 词：定位选择 柠檬酸缩醛环酯 柠檬酸单酯 合成 

分 类 号：O623[理学—有机化学]