金刚烷胺季铵盐的合成

Synthesis of Quaternary Ammonium Salt of 1-Aminoadamantane

通过比较三种N-甲基化方法,确定用甲醛-甲酸体系的还原烃化法制成N,N-二甲基-1-金刚烷胺,优化条件为金刚烷胺∶甲醛∶甲酸的摩尔比为1∶3∶3,反应时间为18 h,温度为100℃,收率为91.5%。然后分别与碘甲烷、溴甲烷及硫酸二甲酯反应,合成了三种N,N,N-三甲基-1-金刚烷基季铵盐。目标化合物结构经1H NMR和MS验证。

Through the comparison of three methods of N-methylation,reductive methylation by formalin and formic acid was chosen to synthesize N,N-dimethylaminoadamantane.The optimal ratio of aminoadamantane,formalin and formic acid was 1∶3∶3,and the reaction time was 18 h at 100 ℃.Under these conditions,the yield was 91.5%.N,N-dimethylaminoadamantane reacted with methyl iodide,methyl bromide,and dimethyl sulfate to produce three kinds of ammonium salt of 1-aminoadamantane.The object compounds were characterized by 1H NMR and MS.