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Practical and Efficient Synthesis of Tris(4-formylphenyl)amine, a Key Building Block in Materials Chemistry
Synthesis ( IF 2.2 ) Pub Date : 2005-01-01 , DOI: 10.1055/s-2005-865336
Olivier Mongin , Thomas Mallegol , Said Gmouh , Mohamed Aït Meziane , Mireille Blanchard-Desce

A short, practical and efficient preparation of tris(4-formylphenyl)amine, a key building block in materials chemistry, is described. It involves a two-flask synthesis from triphenylamine, which requires shorter overall time than the direct one-flask threefold Vilsmeier-Haack formylation, while giving higher yields. The reaction levels off at the disubstitution stage, due to the deactivation of the bis-iminium intermediate, but hydrolysis of the latter into a less deactivated dialdehyde allows the third formylation to occur. The simple experimental protocol makes this method more convenient than the previously reported procedures.

中文翻译:

三(4-甲酰基苯基)胺的实用高效合成,材料化学中的关键组成部分

介绍了一种简短、实用且高效的三(4-甲酰基苯基)胺制备方法,它是材料化学中的关键组成部分。它涉及从三苯胺的两瓶合成,与直接的一瓶三倍 Vilsmeier-Haack 甲酰化相比,所需的总时间更短,同时产率更高。由于双亚胺中间体的失活,反应在二取代阶段趋于平稳,但后者水解成失活程度较低的二醛允许发生第三次甲酰化。简单的实验协议使这种方法比以前报告的程序更方便。
更新日期:2005-01-01
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