水相催化Hantzsch反应

doi:10.11944/j.issn.1000-0518.2015.12.150178

摘要/Abstract

摘要：

研究了芳香醛、乙酰乙酸乙酯和铵盐在水相中的催化Hantzsch反应,探讨了催化剂种类、反应底物比例、反应温度等因素对反应的影响。最终优化的最佳反应条件为:苯甲醛用量为5 mmol时,0.5 mmol DL-脯氨酸作催化剂,2.5 mmol碳酸铵为氨源,加入10 mL水,于70 ℃条件下反应5 h,收率达90.1%。催化剂可循环利用,芳香醛底物具有广泛的适用性,产物结构经红外、核磁等技术手段确定。反应具有环境友好、条件温和、操作简便、产率较高等优点。结果表明,该水相催化Hantzsch反应具有广泛的适用性。

关键词: 水相, Hantzsch反应, 循环催化

Abstract:

Aqueous catalytic Hantzsch reaction has been studied with aryl aldehyde, ethyl acetoacetate and ammonium salt. The influences of catalysts, substrate ratio and reaction temperature have been evaluated to optimize the reaction conditions. The optimum reaction conditions were:5 mmol benzaldehyde, 0.5 mmol DL-proline, 2.5 mmol (NH₄)₂CO₃, 10 mL water, reaction time 5 h and reaction temperature 70 ℃. The productivity was 90.1% under the determined optimum reaction conditions. Recycle of catalysts did not show compromise of catalytic activity. The reaction displayed wide scope of aryl aldehyde. All products were confirmed with IR and NMR spectra. Reaction has the advantages of environment friendly, mild conditions, simple operation and high yield. Results show that aqueous catalytic Hantzsch reaction has wide applicability.

Key words: aqueous phase, Hantzsch reaction, catalytic cycle

金建忠, 闻鸣, 沈超, 徐天华. 水相催化Hantzsch反应[J]. 应用化学, 2015, 32(12): 1392-1397.

JIN Jianzhong, WEN Ming, SHEN Chao, XU Tianhua. Catalytic Hantzsch Reaction in Aqueous Phase[J]. Chinese Journal of Applied Chemistry, 2015, 32(12): 1392-1397.

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