应用化学 ›› 2018, Vol. 35 ›› Issue (5): 511-517.DOI: 10.11944/j.issn.1000-0518.2018.05.170162

• 研究论文 • 上一篇    下一篇

苯甲酰咪唑过氧化反应

石赟(),李孟生,淡艳妮   

  1. 兰州大学化学化工学院 兰州 730000
  • 收稿日期:2017-05-17 接受日期:2017-09-06 出版日期:2018-04-23 发布日期:2018-04-23
  • 通讯作者: 石赟
  • 基金资助:
    国家科学自然基金(21102663)甘肃省青年科技基金计划(1107RJYA080)资助

Peroxidation of Benzoylimidazole

SHI Yun(),LI Mengsheng,DAN Yanni   

  1. College of Chemistry and Chemical Engineering,Lanzhou University,Lanzhou 730000,China
  • Received:2017-05-17 Accepted:2017-09-06 Published:2018-04-23 Online:2018-04-23
  • Contact: SHI Yun
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.21101663), the Gansu Province Youth Science and Technology Fund Project(No.1107RJYA080)

摘要:

以苯甲酰咪唑和叔丁基过氧化氢为反应物,1,8-二氮杂二环十一碳-7-烯(DBU)为催化剂,乙睛(CH3CN)作为反应溶剂,合成了过氧化叔丁酯类化合物。 分别考察了不同催化剂及其用量、原料配比、溶剂、温度和时间对反应的影响,在最优条件下,共得到25个目标产物,收率范围为45%~99%。 目标化合物经核磁共振氢谱、核磁共振碳谱以及质谱进行了结构表征。 该方法具有操作简单、反应条件简单温和、产物收率高及底物适用性好等优点,为过氧化叔丁酯类化合物的合成提供了新的思路。

关键词: 苯甲酰咪唑, 叔丁基过氧化氢, 二氮杂二环十一碳-烯催化剂, 过氧化叔丁酯类化合物

Abstract:

In this paper, the experimental methods for the synthesis of t-butyl peroxide compounds were discussed, in which benzoyl imidazole and t-butyl hydroperoxide(TBHP) were used as reactants, 1,8-diazabicycloundec-7-ene(DBU) was used as the catalyst and acetonitrile(CH3CN) was used as the reaction solvent. The effect of catalysts and their dosage, raw material ratios, solvents and temperature on the yield were investigated. A total of 25 target products were obtained under the optimum conditions with yields of 45%~99%. The molecular structures of the products were analyzed by nuclear magnetic resonance spectroscopy(1H NMR and 13C NMR) and mass spectrometry. The method has the advantage of easily available material, easy operation, mild reaction conditions and a wide range of functional group tolerance, and has provided a new idea for the synthesis of t-butyl peroxide compounds.

Key words: benzoylimidazole, t-butyl hydroperoxide, diazabicycloundec-ene catalyst, t-butyl peroxide compounds