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有机化学
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有机化学 ›› 2012, Vol. ›› Issue (03): 621-623.DOI: 10.6023/cjoc1107061 上一篇    下一篇

研究简报

4,7-二苯基-1,10-菲啰啉的合成研究

张红梅, 曹湖军, 张志勇, 彭娟娟, 崔宏宇, 张天静, 雷钢铁   

  1. 湘潭大学化学学院 环境友好化学与应用省部共建教育部重点实验室 湘潭 411105
  • 收稿日期:2011-07-06 修回日期:2011-09-20 发布日期:2012-03-24
  • 通讯作者: 雷钢铁 E-mail:lgt@xtu.edu.cn
  • 基金资助:

    湖南省科技计划项目(No. 2008FJ3097)资助项目.

Synthesis of 4,7-Diphenyl-1,10-phenanthroline

Zhang Hongmei, Cao Hujun, Zhang Zhiyong, Peng Juanjuan, Cui Hongyu, Zhang Tianjing, Lei Gangtie   

  1. Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105
  • Received:2011-07-06 Revised:2011-09-20 Published:2012-03-24
  • Supported by:

    Project supported by the Science and Technology Planning Project of Hunan Province (No. 2008FJ3097)

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以4-苯基-8-硝基喹啉为起始原料, 经还原得到4-苯基-8-氨基喹啉, 再以I2/KI 为氧化剂, 在乙酸和盐酸的存在下, 用Skraup 法合成了4,7-二苯基-1,10-菲啰啉. 化合物结构经IR 和1 H NMR 得到了证实. 实验研究得到了最佳的合成条件为: n(3-氯苯丙酮)∶n(4-苯基-8-氨基喹啉)＝1.5∶1, I2/KI 用量为8%, 反应温度120 ℃, 反应时间2.5 h. 产品收率可达82%.

关键词: Skraup 反应, 4,7-二苯基-1,10-菲啰啉, 4-苯基-8-氨基喹啉

4,7-Diphenyl-1,10-phenanthroline was synthesized using 4-phenyl-8-nitroquinoline as raw material, which was reduced to 4-phenyl-8-aminoquinoline and then using I2/KI as oxidants in the presence of acetic acid and hydrochloric acid, by Skraup reaction. The structure of the product is confirmed by IR and 1H NMR spectra. The results showed that the optimal conditions was n(3-chloropropiophenone)∶n(4-phenyl-8-aminoquinoline)＝1.5∶1, I2/KI＝8%, reaction temperature＝120 ℃, and reaction time＝2.5 h. The yield of 4,7-diphenyl-1,10-phenanthroline reached 82%.

Key words: Skraup reaction, 4,7-diphenyl-1,10-phenanthroline, 4-phenyl-8-aminoquinoline