›› 2010, Vol. 22 ›› Issue (3): 0-377.

• 论文 •    

2-(4-氯苯基)-1-(1H-1,2,4-三唑-1-基)-2-丁醇的合成研究

杨振平,盛卫坚,贾建洪,高建荣*   

  1. 浙江工业大学 绿色化学合成技术国家重点实验室培育基地, 浙江 杭州 310032
  • 收稿日期:1900-01-01 修回日期:1900-01-01 出版日期:2010-05-25 发布日期:2010-05-25

Synthesis of 2-(4-chloro benzyl)-1-(1H-1,2,4-triazole-1-)-2-butanol

YANG Zhen-ping;SHENG Wei-jian;JIA Jian-hong;GAO Jian-rong*   

  1. State Key Laboratory Breeding Base of Green Chemistry Synthesis Technology, Zhejiang University of Technology, Hangzhou 310032, China
  • Received:1900-01-01 Revised:1900-01-01 Online:2010-05-25 Published:2010-05-25

摘要: 唑醇类杀菌剂对植物的常见致病菌如鞭毛菌、担子菌、半知菌等均有很好的预防和治疗作用,在农药领域应用十分广泛。以对氯苯丙酮为原料,经Corey-Chaykovsky环氧化,再与1H-1,2,4-三氮唑缩合,合成了唑醇化合物2-(4-氯苯基)-1-(1H-1,2,4-三唑-1-基)-2-丁醇。探讨了环氧化反应的关键因素,收率可达97.9%。对缩合反应条件进行了正交优化:以碳酸氢钠为碱催化剂,环氧化物、1H-1,2,4-三氮唑、碳酸氢钠的摩尔比为1.0∶1.5∶2.1,反应温度130℃,反应5 h,缩合收率可稳定在82.0%以上。

关键词: 唑醇, 1H-1, 4-三氮唑, Corey-Chaykovsky环氧化, 缩合

Abstract: Triazole alcohols are used widely as disinfectants to prevent and treat the common pathogenic bacteria in plants, such as whip trichobacteria, basidiomycetes, imperfect fungi and so on. 2-(4-chlorine benzyl)-1-(1H-1,2,4-triazole-1-)-2-butylacohol was synthesized by Corey epoxidation from p-chloro benzene acetone, and by condensation with the 1H-1,2,4-triazole. The factors influencing the Corey-Chaykovsky epoxidation were studied and the yield was 97.9%. The optimum technological conditions of condensation were determined through orthogonal experiments. The optimum reaction conditions required that the molar ratio of the epoxide, 1H-1,2,4-triazole, and sodium bicarbonate was 1.0∶1.5∶2.1, the reaction temperature was 130℃, and the reaction time was 5 h. The condensation yield was above 82.0%.

Key words: triazole alcohol, 1H-1, 4-triazole, Corey-Chaykovsky epoxidation, condensation