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Trichloroacetic acid fueled practical amine purifications

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 decreasin...

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Autores principales: Thomas, Aleena, Gasch, Baptiste, Olivieri, Enzo, Quintard, Adrien
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8895030/
https://www.ncbi.nlm.nih.gov/pubmed/35280955
http://dx.doi.org/10.3762/bjoc.18.26
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author Thomas, Aleena
Gasch, Baptiste
Olivieri, Enzo
Quintard, Adrien
author_facet Thomas, Aleena
Gasch, Baptiste
Olivieri, Enzo
Quintard, Adrien
author_sort Thomas, Aleena
collection PubMed
description 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(2) and chloroform affording directly the pure amines. Through this approach, a broad range of diversely substituted amines could be isolated with success.
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spelling pubmed-88950302022-03-10 Trichloroacetic acid fueled practical amine purifications Thomas, Aleena Gasch, Baptiste Olivieri, Enzo Quintard, Adrien Beilstein J Org Chem Full Research Paper 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(2) and chloroform affording directly the pure amines. Through this approach, a broad range of diversely substituted amines could be isolated with success. Beilstein-Institut 2022-02-24 /pmc/articles/PMC8895030/ /pubmed/35280955 http://dx.doi.org/10.3762/bjoc.18.26 Text en Copyright © 2022, Thomas et al. https://creativecommons.org/licenses/by/4.0/This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.
spellingShingle Full Research Paper
Thomas, Aleena
Gasch, Baptiste
Olivieri, Enzo
Quintard, Adrien
Trichloroacetic acid fueled practical amine purifications
title Trichloroacetic acid fueled practical amine purifications
title_full Trichloroacetic acid fueled practical amine purifications
title_fullStr Trichloroacetic acid fueled practical amine purifications
title_full_unstemmed Trichloroacetic acid fueled practical amine purifications
title_short Trichloroacetic acid fueled practical amine purifications
title_sort trichloroacetic acid fueled practical amine purifications
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8895030/
https://www.ncbi.nlm.nih.gov/pubmed/35280955
http://dx.doi.org/10.3762/bjoc.18.26
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