4-(4-甲基哌嗪-1-甲基)苯甲酸二盐酸盐的合成

以4-甲基苯甲酸为起始原料,经α-位溴化、胺化后不经分离直接酸化制得4-(4-甲基哌嗪-1-甲基)苯甲酸二盐酸盐.考察了溴化剂、引发剂对溴化反应及原料配比、反应温度、反应时间等对胺化过程的影响.得到的工艺条件为:①N-溴代丁二酰亚胺(NBS)为溴化剂、过氧化苯甲酰(BPO)为引发剂,4-溴甲基苯甲酸收率为88.7%;②n(4-溴甲基苯甲酸)∶n(N-甲基哌嗪)=11∶.2,碳酸氢钠为缚酸剂,反应温度20～25℃,反应时间8 h,产品收率81.5%.通过熔点、红外光谱、核磁共振氢谱确定了目标化合物的结构.

Synthesis of 4-((4-methylpiperazin-1-yl)methyl)benzoic acid dihydrochloride

4-(4-Methylpiperazin-1-yl)methyl]benzoic acid dihydrochloride was synthesized from 4-methylbenzoic acid via the α-bromination and acidification after amination without separation.The effects of the bromine agent and initiator on the bromination,and that of material ratio,temperature and time on amination were investigated.The optimized conditions were:bromosuccinimide as bromine agent,benzoyl peroxide as the initiator,the yield of 4-(bromomethyl)benzoic acid was close to 88.7%;the ratio of 4-(bromomethyl)benzoic acid to 1-methylpiperazine 1∶1.2,sodium bicarbonate as the acid binding agent,the reaction temperature ranges from 20～25 ℃,the reaction time 8 h.The yield of product under these optimum reaction conditions was up to 81.5%.The structure of the product was confirmed by melting point,IR and 1HNMR.