Synthesis of allyl alcohol as a method to valorise glycerol from the biodiesel production

Reaction of triglycerides with trimethyl orthoformate in presence of camphorsulfonic acid (CSA) gave the fatty acid methyl esters (FAMEs, 4) in good yield. However, under these conditions, the protected glycerol could not be obtained. Formation of orthoesters 9 was possible in a separate reaction us...

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Detalles Bibliográficos
Autores principales: Wormann, Michael, Maier, Martin E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9064318/
https://www.ncbi.nlm.nih.gov/pubmed/35514844
http://dx.doi.org/10.1039/c9ra02338k
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author Wormann, Michael
Maier, Martin E.
author_facet Wormann, Michael
Maier, Martin E.
author_sort Wormann, Michael
collection PubMed
description Reaction of triglycerides with trimethyl orthoformate in presence of camphorsulfonic acid (CSA) gave the fatty acid methyl esters (FAMEs, 4) in good yield. However, under these conditions, the protected glycerol could not be obtained. Formation of orthoesters 9 was possible in a separate reaction using very weak acidic conditions, namely catalytic amounts of pyridinium para-toluenesulfonate (PPTS). Subjecting the orthoesters 9 to thermolysis at 270 °C gave allyl alcohol (11) with good efficiency.
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spelling pubmed-90643182022-05-04 Synthesis of allyl alcohol as a method to valorise glycerol from the biodiesel production Wormann, Michael Maier, Martin E. RSC Adv Chemistry Reaction of triglycerides with trimethyl orthoformate in presence of camphorsulfonic acid (CSA) gave the fatty acid methyl esters (FAMEs, 4) in good yield. However, under these conditions, the protected glycerol could not be obtained. Formation of orthoesters 9 was possible in a separate reaction using very weak acidic conditions, namely catalytic amounts of pyridinium para-toluenesulfonate (PPTS). Subjecting the orthoesters 9 to thermolysis at 270 °C gave allyl alcohol (11) with good efficiency. The Royal Society of Chemistry 2019-05-16 /pmc/articles/PMC9064318/ /pubmed/35514844 http://dx.doi.org/10.1039/c9ra02338k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Wormann, Michael
Maier, Martin E.
Synthesis of allyl alcohol as a method to valorise glycerol from the biodiesel production
title Synthesis of allyl alcohol as a method to valorise glycerol from the biodiesel production
title_full Synthesis of allyl alcohol as a method to valorise glycerol from the biodiesel production
title_fullStr Synthesis of allyl alcohol as a method to valorise glycerol from the biodiesel production
title_full_unstemmed Synthesis of allyl alcohol as a method to valorise glycerol from the biodiesel production
title_short Synthesis of allyl alcohol as a method to valorise glycerol from the biodiesel production
title_sort synthesis of allyl alcohol as a method to valorise glycerol from the biodiesel production
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9064318/
https://www.ncbi.nlm.nih.gov/pubmed/35514844
http://dx.doi.org/10.1039/c9ra02338k
work_keys_str_mv AT wormannmichael synthesisofallylalcoholasamethodtovaloriseglycerolfromthebiodieselproduction
AT maiermartine synthesisofallylalcoholasamethodtovaloriseglycerolfromthebiodieselproduction

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