1-氨基环丙烷-1-羧酸的合成工艺研究与优化  

Study on the Synthesis of 1-Aminocyclopropane-1-carboxylic Acid

作　　者：潘鹤林[1] 钱林强[1] 商利容[1] 张秀瑾[1] 

机构地区：[1]华东理工大学化工学院,上海200237

出　　处：《上海化工》2011年第10期5-10,共6页Shanghai Chemical Industry

摘　　要：以氰乙酸乙酯和1,2-二溴乙烷为起始原料,经环烷化、氰基水解、霍夫曼降解合成得到1-氨基环丙烷-1-羧酸。分两步对该合成工艺进行了研究:第一步考察了环烷化反应的主要影响因素,包括1,2-二溴乙烷、碳酸钾、催化剂、溶剂、反应温度、反应时间;第二步考察了氰基水解反应和霍夫曼降解反应的主要影响因素,包括H2O2的用量、NaOH的浓度、霍夫曼降解的反应温度。在考察各个影响因素的同时,得出了较优的工艺条件。经核磁共振和红外光谱分析,所得产品确为1-氨基环丙烷-1-羧酸。实验结果表明,在优化后的工艺条件下,1-氨基环丙烷-1-羧酸的总收率可以达到67.5%。经高效液相色谱分析,产品的纯度为94.4%。1-Aminocyclopropane-1-carboxylic acid was synthesized by cycloalkylation, hydrolysis of cyano group, Hoffmann degradation from ethyl cyanoacetate and 1,2- dibromethane in this article. There were two steps of the synthesis process in this research, First, the major factors of cycloalkylation reaction were studied, containing 1,2-dibromethane, potassium carbonate, catalyst, solvent, reaction temperature and reaction time. Second, the major factors of hydrolysis of cyano group and Hoffmann degradation were studied, containing the amount of hydrogen peroxide, concentration of sodium hydroxide and temperature of Hoffmann degradation.And more feasible condition of the synthesis process had been gained by experimentation. Through the analysis of IR and 1H-NMR.the synthesis product was 1-aminocyclopropane-l-carboxvlic acid. The results showed that, the total yield of 1-aminocyclo- propane-l-carboxylic acid can reach 67.5% under the optimized condition. Through the analysis of High Perfor- mence Liquid Chromatography, the purity of the product was 94.4%.

关 键 词：1-氨基环丙烷-1-羧酸 环烷化 氰基水解 霍夫曼降解 

分 类 号：TQ225.1[化学工程—有机化工]