有机化学 ›› 2017, Vol. 37 ›› Issue (6): 1501-1505.DOI: 10.6023/cjoc201610031 上一篇    下一篇

研究论文

离子液体中卤代炔烃高效水解制取α-卤代甲基酮的研究

付文强a, 谭平b, 邓伟a, 向建南a   

  1. a. 湖南大学化学化工学院化学生物传感与计量学国家重点实验室 长沙 410082;
    b. 湖南机电职业技术学院 长沙 410151
  • 收稿日期:2016-10-18 修回日期:2016-12-30 发布日期:2017-01-20
  • 通讯作者: 向建南 E-mail:jnxiang@hnu.edu.cn
  • 基金资助:

    湖南省科技厅基金(No.2015WK3003)、湖南省教育厅科研基金(No.14C0405)资助项目.

Efficient Hydrolysis of Haloalkynes to α-Haloketones in Ionic Liquid

Fu Wenqianga, Tan Pingb, Deng Weia, Xiang Jiannana   

  1. a. State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering,Hunan University, Changsha 410082;
    b. Hunan Mechanical and Electrical Polytechnic, Changsha 410151
  • Received:2016-10-18 Revised:2016-12-30 Published:2017-01-20
  • Contact: 10.6023/cjoc201610031 E-mail:jnxiang@hnu.edu.cn
  • Supported by:

    Project supported by the Planned Science and Technology Project of Hunan Province (No. 2015WK3003), the Scientific Research Fund of Hunan Provincial Education Department (No. 14C0405).

在离子液体中,硫酸促进卤代炔烃水解生成α-卤代甲基酮,反应收率高达85%~94%.离子液体-硫酸反应体系可多次(5次以上)循环使用而不影响反应收率.同时,此反应体系底物适用性强,高效制得一系列芳环上不同取代基的(如甲基、甲氧基、羟基、硝基等)α-氯/溴/碘代苯乙酮及脂肪类卤代甲基酮.

关键词: 离子液体, 卤代炔烃, 水解, α-卤代甲基酮, 可循环

The haloalkynes were hydrolyzed to α-haloketones by sulfuric acid promotion in ionic liquids (ILs) with 85%~94% yields. The ILs-H2SO4 reaction system could be easily recycled (more five times) without any effect for reaction yield. At the same time, a wide scope of substrates haloalkynes were proper in this reaction system and a series of α-chloro/bromo/iodo acetophenones with different substituent (such as methyl, methoxyl, hydroxyl, nitro etc.) and aliphatic α-haloketones have been obtained in good yields.

Key words: ionic liquid, haloalkynes, hydration, α-haloketones, recyclable