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新型N-取代-1,6-亚甲基桥[10]轮烯-3,4-二甲酰亚胺的合成 被引量:1

A novel synthesis of N-substituted-1,6-methano[10]annulene-3,4-dicarboximides
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摘要 以1,6-亚甲基桥[10]轮烯-3,4-二羧酸乙酯为原料,经皂化、酸化直接得到了一种新型中间体1,6-亚甲基桥[10]轮烯-3,4-二甲酸酐,该酸酐与相应的伯胺(苯胺,苄胺,苯乙胺,正丁胺)在醋酸中回流3 h,简便的合成了新型N-取代-1,6-亚甲基桥[10]轮烯-3,4-二甲酰亚胺,并用1H-NMR,13C-NMR,MS及HRMS等波谱进行了表征验证。 1,6-Methano [ 10 ] annulene-3,4-dicarboxylic anhydride (2) was prepared by a convenient synthesis starting from diethyl 1,6-methano [ 10 ] annulene-3,4-dicarboxylate ( 1 ) via saponification followed by acidification. A series of N-amino substituted 1,6-methano[ 10 ] annulene-3,4-dicarboximides (3a - d) were synthesized by reaction of (2) with different primary amines (aniline, benzylamine, phenylethylamine, n-butylamine) in refluxing in acetic acid for 3 h, and the structures of the new compounds were determined by ^1H-NMR and ^13C-NMR spectroscopy, mass spectrometry and high resolution mass spectrometry.
出处 《北京化工大学学报(自然科学版)》 CAS CSCD 北大核心 2010年第1期28-31,共4页 Journal of Beijing University of Chemical Technology(Natural Science Edition)
关键词 1 轮烯 二甲酰亚胺 波谱 1,6-methano[ 10 ] annulene dicarboximide spectrum
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参考文献11

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