4'-{2-[5-（4-羧基苯基）呋喃基]}-2, 2':6', 2″-三联吡啶的合成——推荐一个大学有机化学实验

doi:10.3866/PKU.DXHX201611017

University Chemistry ›› 2017, Vol. 32 ›› Issue (6): 82-85.doi: 10.3866/PKU.DXHX201611017

• Chemistry Laboratory • Previous Articles Next Articles

Synthesis of 4'-[5-(4-Carboxylphenylfuran)-2-yl)]-2, 2':6', 2"-Terpyridine: A Proposed Organic Chemistry Experiment

Wei-Wei FU*(),Qing YI,Xia JIN,Xiang KUANG,Zi-Qing TANG

College of Chemistry and Material Science, Hengyang Normal University, Hengyang 421008, Hunan Province, P. R. China

Published:2017-06-03
Contact: Wei-Wei FU E-mail:w.w.fu@hynu.edu.cn
Supported by:
湖南省重点学科基金资助项目;功能金属有机材料湖南省普通高校重点实验室开放基金资助项目(GN14K02);湖南省教育厅科学研究项目(16B037);材料物理与化学湖南省十二五重点建设学科项目和功能金属有机化合物湖南省高校科技创新团队项目

Abstract

Abstract:

The synthesis and characterization of 4'-[5-(4-carboxylphenylfuran)-2-yl)]-2, 2':6', 2″-terpyridine is an exploratory experiment completed by senior undergraduates. 4-(5-formylfuran-2-yl) benzoic acid was obtained with furfural and 4-aminobenzoic acid as raw materials by a coupled reaction at low temperature. The target compound was obtained with 4-(5-formylfuran-2-yl) benzoic acid and 2-acetylpyridine in the presence of ammonium hydroxide and characterized by melting point, IR and ¹H NMR measurements. It is proposed as an organic chemistry experiment as it contains coupling reaction of aromatic rings, synthesis of α, β-unsaturated ketone, Michael addition reaction which would be beneficial for training of students.

Key words: Terpyridine, Infrared spectrum, ¹H NMR spectroscopy, Coupling reaction, Michael addition

Wei-Wei FU,Qing YI,Xia JIN,Xiang KUANG,Zi-Qing TANG. Synthesis of 4'-[5-(4-Carboxylphenylfuran)-2-yl)]-2, 2':6', 2"-Terpyridine: A Proposed Organic Chemistry Experiment[J].University Chemistry, 2017, 32(6): 82-85.

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Synthesis of 4'-[5-(4-Carboxylphenylfuran)-2-yl)]-2, 2':6', 2"-Terpyridine: A Proposed Organic Chemistry Experiment

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