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Expedient approach for trans-esterification of β-keto esters under solvent free conditions using silica supported boric acid (SiO(2)–H(3)BO(3)) as a recyclable catalyst

A highly efficient trans-esterification of β-keto methyl/ethyl esters with primary, secondary, allylic, benzylic and chiral alcohols has been carried out in excellent yields under solvent-free conditions using silica supported boric acid as a heterogeneous catalyst. The surface morphology of the sil...

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Autores principales: Das, Kamal, Majumdar, Swapan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9346990/
https://www.ncbi.nlm.nih.gov/pubmed/35975067
http://dx.doi.org/10.1039/d2ra03855b
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author Das, Kamal
Majumdar, Swapan
author_facet Das, Kamal
Majumdar, Swapan
author_sort Das, Kamal
collection PubMed
description A highly efficient trans-esterification of β-keto methyl/ethyl esters with primary, secondary, allylic, benzylic and chiral alcohols has been carried out in excellent yields under solvent-free conditions using silica supported boric acid as a heterogeneous catalyst. The surface morphology of the silica-boric acid catalyst (fresh and recycled) has been characterized by SEM and EDX techniques. This sustainable protocol resulted in a remarkable enhancement in the synthetic efficiency (87–95% yield) with high purity and eliminating the use of an environmentally toxic solvent. The work up procedure is very simple and the catalyst has been successfully recovered and recycled. The present methodology is also applicable for trans-esterification with chiral alcohols on a multi-gram scale without compromising the yield. Noteworthy features of this protocol are simple operational procedure, minimizing production of chemical waste, mild reaction conditions, easy preparation of the catalyst and its recyclability up to five cycles without any appreciable loss of catalytic activity.
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spelling pubmed-93469902022-08-15 Expedient approach for trans-esterification of β-keto esters under solvent free conditions using silica supported boric acid (SiO(2)–H(3)BO(3)) as a recyclable catalyst Das, Kamal Majumdar, Swapan RSC Adv Chemistry A highly efficient trans-esterification of β-keto methyl/ethyl esters with primary, secondary, allylic, benzylic and chiral alcohols has been carried out in excellent yields under solvent-free conditions using silica supported boric acid as a heterogeneous catalyst. The surface morphology of the silica-boric acid catalyst (fresh and recycled) has been characterized by SEM and EDX techniques. This sustainable protocol resulted in a remarkable enhancement in the synthetic efficiency (87–95% yield) with high purity and eliminating the use of an environmentally toxic solvent. The work up procedure is very simple and the catalyst has been successfully recovered and recycled. The present methodology is also applicable for trans-esterification with chiral alcohols on a multi-gram scale without compromising the yield. Noteworthy features of this protocol are simple operational procedure, minimizing production of chemical waste, mild reaction conditions, easy preparation of the catalyst and its recyclability up to five cycles without any appreciable loss of catalytic activity. The Royal Society of Chemistry 2022-08-03 /pmc/articles/PMC9346990/ /pubmed/35975067 http://dx.doi.org/10.1039/d2ra03855b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Das, Kamal
Majumdar, Swapan
Expedient approach for trans-esterification of β-keto esters under solvent free conditions using silica supported boric acid (SiO(2)–H(3)BO(3)) as a recyclable catalyst
title Expedient approach for trans-esterification of β-keto esters under solvent free conditions using silica supported boric acid (SiO(2)–H(3)BO(3)) as a recyclable catalyst
title_full Expedient approach for trans-esterification of β-keto esters under solvent free conditions using silica supported boric acid (SiO(2)–H(3)BO(3)) as a recyclable catalyst
title_fullStr Expedient approach for trans-esterification of β-keto esters under solvent free conditions using silica supported boric acid (SiO(2)–H(3)BO(3)) as a recyclable catalyst
title_full_unstemmed Expedient approach for trans-esterification of β-keto esters under solvent free conditions using silica supported boric acid (SiO(2)–H(3)BO(3)) as a recyclable catalyst
title_short Expedient approach for trans-esterification of β-keto esters under solvent free conditions using silica supported boric acid (SiO(2)–H(3)BO(3)) as a recyclable catalyst
title_sort expedient approach for trans-esterification of β-keto esters under solvent free conditions using silica supported boric acid (sio(2)–h(3)bo(3)) as a recyclable catalyst
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9346990/
https://www.ncbi.nlm.nih.gov/pubmed/35975067
http://dx.doi.org/10.1039/d2ra03855b
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