高等学校化学学报 ›› 2015, Vol. 36 ›› Issue (9): 1702-1706.doi: 10.7503/cjcu20150190

• 有机化学 • 上一篇    下一篇

Brönsted酸性离子液体催化芳香醛和2-甲基喹啉反应合成1,3-二(2-喹啉基)丙烷化合物

刘强, 李贺, 张永红, 王斌, 孙亚栋, 阿布力米提·阿布都卡德, 刘晨江()   

  1. 石油天然气精细化工教育部&自治区重点实验室, 乌鲁木齐绿色催化与合成技术重点实验室,新疆大学理化测试中心, 乌鲁木齐830046
  • 收稿日期:2015-03-11 出版日期:2015-09-10 发布日期:2015-08-17
  • 作者简介:联系人简介: 刘晨江, 男, 博士, 教授, 主要从事有机合成方法学和功能杂环化合物合成方面的研究. E-mail:pxylcj@126.com
  • 基金资助:
    国家自然科学基金(批准号: 21162025, 21262035)、 新疆维吾尔自治区青年科技创新人才培养工程(批准号: 2014721004)和新疆大学自然科学基金(批准号: BS110133)资助

Synthesis of 1,3-Di(2-quinolyl)propane Derivatives from Aromatic Aldehyde and 2-Methyl Quinolines Catalyzed by Brönsted Acid Ionic Liquids

LIU Qiang, LI He, ZHANG Yonghong, WANG Bin, SUN Yadong, ABDUKADERA Ablimit, LIU Chenjiang*()   

  1. Key Laboratory of Oil and Gas Fine Chemicals, Ministry of Education & Xinjiang Uygur Autonomous Region, Urumqi Key Laboratory of Green Catalysis and Synthesis Technology, Physics and Chemistry Detecting Center, Xinjiang University, Urumqi 830046, China
  • Received:2015-03-11 Online:2015-09-10 Published:2015-08-17
  • Contact: LIU Chenjiang E-mail:pxylcj@126.com
  • Supported by:
    † Supported by the National Natural Science Foundation of China(Nos.21162025, 21262035), the Cultivation Project Young Scientific Innovative Talents of Xinjiang Uygur Autonomous Region, China(No.2014721004) and the Natural Science Foundation of Xinjiang University, China(No.BS110133)

摘要:

以Brönsted酸性离子液体1-乙基-3-丁基咪唑对甲苯磺酸盐为催化剂, 将芳香醛和2-甲基喹啉类化合物在无溶剂或甲苯中于120 ℃反应48 h, 制备了一系列的1,3-二(2-喹啉基)丙烷化合物, 产率56%~92%, 产物结构经核磁共振波谱和高分辨质谱确证. 该方法具有简便易行、 产率较高等特点.

关键词: Brönsted酸性离子液体, 1, 3-二(2-喹啉基)丙烷, 芳香醛, 2-二甲基喹啉

Abstract:

An efficient synthesis of 1,3-bis(2-quinolyl) propanes from aromatic aldehydes and 2-methyl quinolines using Brönsted acid ionic liquid 1-ethyl-3-butyl imidazol p-toluenesulfonate as catalyst was described. The reaction was heated at 120 ℃ in toluene or solvent-free for 48 h to give the desired products in yields of 56%—92%. The structures of the products were characterized by nuclear magnetic resonance spectrometry(NMR) and high-resolution mass spectrometry(HRMS). The method offers several advantages including simple work up procedure, good yields and so on.

Key words: Brönsted acid ionic liquid, 1, 3-Di(2-quinolyl)propane, Aromatic aldehyde, 2-Methyl quinoline

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