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有机化学
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有机化学 ›› 2004, Vol. 24 ›› Issue (1): 67-70. 上一篇    下一篇

研究论文

3-取代和3,4-二取代噻吩的合成与表征

佟拉嘎, 蹇锡高*, 王锦艳, 于艳   

  1. 大连理工大学高分子材料系 大连 116012
  • 收稿日期:2003-04-21 修回日期:2003-06-27 接受日期:2003-08-08 发布日期:2022-09-21
  • 基金资助:
    国家自然科学基金(No. 50143013)资助项目.

Synthesis and Characterization of 3-Substituted and 3,4-Disubstituted Thiophenes

TONG La-Ga, JIAN Xi-Gao*, WANG Jin-Yan, YU Yan   

  1. Department of Polymer Science and Technology, Dalian University of Technology,Dalian 116012
  • Received:2003-04-21 Revised:2003-06-27 Accepted:2003-08-08 Published:2022-09-21
  • Contact: *E-mail: jian4616@mail.dlptt.ln.cn

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以噻吩、48% (m/m)氢溴酸水溶液、35% (m/m)过氧化氢水溶液、高纯氨、金属钠为原料合成了3-溴噻吩和3,4-二溴噻吩,3-溴噻吩和3,4-二溴噻吩分别以(dppp)NiCl2为催化剂合成了3-烷基噻吩和3,4-二烷基噻吩.3-溴噻吩以CuI, NaHSO4为催化剂合成了3-烷氧基噻吩,产率较高.并用核磁共振谱、质谱和元素分析方法进行了表征.

关键词: 噻吩衍生物, 合成, 表征

3-Bromothiophene and 3,4-dibromothiophene were synthesizedin high yields from thiophene, 48% (m/m) aqueous hydrobromic acid, 35% (m/m) aqueous hydrogen peroxide solution, anhydrous liquid ammonia and sodium. Inthe presence of (dppp)NiCl2, 3-bromothiophene and 3,4-dibromothiophene reacted with Grignard reagents to afford 3-alkylthiophene and 3,4-dialkylthiophenein good yields, respectively. 3-Alkoxythiophene was synthesized from 3-bromothiophene and alcohol using CuI and anhydrous sodium bisulfate as catalysts. Thecompounds obtained were characterized by 1H NMR, MS spectra and elementalanalysis.

Key words: thiophene derivative, synthesis, characterization