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三氯乙酸助力实用的胺类提纯。

Trichloroacetic acid fueled practical amine purifications.

作者信息

Thomas Aleena, Gasch Baptiste, Olivieri Enzo, Quintard Adrien

机构信息

Aix-Marseille Univ, CNRS, Centrale Marseille, iSm2, Marseille, France.

出版信息

Beilstein J Org Chem. 2022 Feb 24;18:225-231. doi: 10.3762/bjoc.18.26. eCollection 2022.

Abstract

Amine purification have for long been dominated by tedious stepwise processes involving the generation of large amounts of undesired waste. Inspired by recent work on out of equilibrium molecular machinery, using trichloroacetic acid (TCA), we disclose a purification technique considerably decreasing the number of operations and the waste generation required for such purifications. At first, TCA triggers the precipitation of the amines through their protonated salt formation, enabling the separation with the impurities. From these amine salts, simple decarboxylation of TCA liberates volatile CO and chloroform affording directly the pure amines. Through this approach, a broad range of diversely substituted amines could be isolated with success.

摘要

长期以来,胺类纯化一直由繁琐的分步过程主导,这些过程会产生大量不需要的废物。受近期非平衡分子机制研究工作的启发,我们使用三氯乙酸(TCA),揭示了一种纯化技术,该技术可大幅减少此类纯化所需的操作数量和废物产生量。首先,TCA通过形成质子化盐引发胺类沉淀,从而实现与杂质的分离。从这些胺盐中,TCA的简单脱羧反应释放出挥发性的CO和氯仿,直接得到纯胺。通过这种方法,可以成功分离出多种不同取代的胺类。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df43/8895030/be65b5fa3fb6/Beilstein_J_Org_Chem-18-225-g002.jpg

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