4-(4-甲基哌嗪-1-甲基)苯甲酸二盐酸盐的合成
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Synthesis of 4-((4-methylpiperazin-1-yl)methyl)benzoic acid dihydrochloride
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    摘要:

    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。重点考察了溴化剂、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。优化的工艺条件为: 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) = 1:1.2,碳酸氢钠为缚酸剂,反应温度20~25℃,反应时间8h,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。

    Abstract:

    4-((4-methylpiperazin-1-yl)methyl)benzoic acid dihydrochloride was synthesized from 4-methylbenzoic acid via α-bromination and acidification after aminnation without separation. The effects of the bromine agent and initiator on the bromination and the effects of material ratio, temperature and time on the aminnation 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 8h., the yield of product under this optimum reaction conditions was up to 81.5%. The structure of the product was confirmed by melting point, IR and 1HNMR.

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姚日生.4-(4-甲基哌嗪-1-甲基)苯甲酸二盐酸盐的合成[J].精细化工,2010,27(11):

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  • 收稿日期:2010-07-12
  • 最后修改日期:2010-07-26
  • 录用日期:2010-08-06
  • 在线发布日期: 2010-10-18
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