3-羟基-1-金刚烷甲酸的合成工艺优化  

Synthesis Technology Optimization of 3-hydroxyadamantane-1-carboxylic Acid

作　　者：李杰[1] 廖琦[1] 丁文华[1] 蒋雪[1] 胡湘南[1] 

机构地区：[1]重庆医科大学药学院,重庆400016

出　　处：《中国药房》2016年第28期3933-3935,共3页China Pharmacy

基　　金：重庆市研究生科研创新项目(No.CYS15142);重庆医科大学大学生创新实验项目(No.201516)

摘　　要：目的:优化3-羟基-1-金刚烷甲酸的合成工艺。方法:以1-金刚烷甲酸为原料、苄基三乙基氯化铵(TEBAC)为相转移催化剂,在碱性条件下经高锰酸钾羟基化制备得到3-羟基-1-金刚烷甲酸。以收率为指标,采用星点设计-响应面法优化反应温度、反应时间和高锰酸钾-底物的摩尔比。结果:最优合成工艺为反应温度60℃、反应时间8.5 h、高锰酸钾-底物的摩尔比为1.28∶1。收率预测值与实测值的相对误差为2.51%(预测值91.26%,实测平均值为93.61%,n=6);所制3-羟基-1-金刚烷甲酸的平均纯度为99.26%(n=6)。结论:按优化的合成工艺成功制得纯度与收率较高的3-羟基-1-金刚烷甲酸。OBJECTIVE： To synthesize 3-hydroxyadamantane-l-carboxylic acid and optimize its synthesis technology. METHODS： Using 1-adamantane carboxylic acid as starting material, triethyl benzyl ammonium chloride （TEBAC） as phase transfer catalyst, 3-hydroxyadamantane-l-carboxylic acid was prepared by potassium permanganate in alkaline condition. Treating yield rate as index, central composite design-response surface method was conducted to optimize the reaction temperature, reaction time and the mole ratio of potassium permanganate-substrate. RESULTS： Optimized synthesis technology was as follows as reaction temperature 60 ℃, reaction time 8.5 h, mole ratio of potassium permanganate-substrate 1.28 ： 1. The deviation for yield rate of prediction value and the measured value was 1.38% （prediction value was 91.26%, the measured average value was 93.61%, n=6） ; the average purity of prepared 3-hydroxyadamantane-l-carboxylic acid was 99.26% （n=6）. CONCLUSIONS： 3-hydroxyadamantane-l-carboxylic acid with high purity and yield rate is prepared successfully by optimized synthesis technology.

关 键 词：3-羟基-1-金刚烷甲酸 合成 星点设计-响应面法 工艺优化 

分 类 号：R914.5[医药卫生—药物化学]