4-羟基-3-甲氧基苯乙腈的合成工艺

Synthesis of 4-hydroxy-3-methoxyphenylacetonitrile

4-羟基-3-甲氧基苯乙腈是重要的有机中间体,以香兰素为原料,经羟基保护、还原、氯化、氰化合成了目标产物,通过实验优化合成路线,确定了各步反应最优的反应条件(反应试剂、反应温度、反应时间、摩尔收率)。乙酰化:以乙酐为乙酰化试剂,室温反应3h,产率为99%。还原:以Raney镍为催化剂,室温氢化8h,产率为96.8%。氯化:0℃下滴加氯化亚砜,室温反应2h,产率为78%。氰化:以氰化钠为氰化试剂,回流反应9h,产率为78.5%。利用MS、1HNMR、元素分析等方法对产物进行了结构表征。此工艺原料易得,操作简便,反应条件温和。

The process of preparing 4-hydroxy-3-methoxyphenylacetonitrile, as one of the important intermediates for synthesis was studied. Beginning from the raw material--vanillin, the title compound was prepared, via protection of hydroxyl, reduction, chloridization and nitrilation. The influences of various reaction conditions on the yield were investigated, and the optimal reaction conditions （reagent, temperature, time and yield） were as follows： acetic anhydride as acetylation reagent, reacting at room temperature for 3 h and yield was 99%1 Raney Ni as catalyst, reaction time was 8 h at room temperature, and yield was 96.8%1 dropping thionyldichloride at 0℃, then reacting at room temperature for 2 h, and the yield was 78%; refluxlng with sodium cyanide for 9 h, and the yield was 78.5%. The products were characterized with MS, 1H NMR and elemental analysis. The results showed that the process proposed overcame the defects of traditional synthesis route.