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Continuous flow Meerwein–Ponndorf–Verley reduction of HMF and furfural using basic zirconium carbonate

Continuous Flow Microreactors and Green Chemistry are areas with promising applications, especially when allied. In this scenario, the main goal of this study was to develop new strategies for the synthesis of bio-based compounds under a flow regime. We worked towards the flow synthesis of furfuryl...

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Detalles Bibliográficos
Autores principales: Marçon, Henrique Magri, Pastre, Julio Cezar
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/PMC8982377/
https://www.ncbi.nlm.nih.gov/pubmed/35424757
http://dx.doi.org/10.1039/d2ra00588c
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author Marçon, Henrique Magri
Pastre, Julio Cezar
author_facet Marçon, Henrique Magri
Pastre, Julio Cezar
author_sort Marçon, Henrique Magri
collection PubMed
description Continuous Flow Microreactors and Green Chemistry are areas with promising applications, especially when allied. In this scenario, the main goal of this study was to develop new strategies for the synthesis of bio-based compounds under a flow regime. We worked towards the flow synthesis of furfuryl alcohol and DHMF (dihydroxymethylfuran), from their respective aldehydes, through a Meerwein–Ponndorf–Verley reaction with iso-propanol catalysed by basic zirconium carbonate. Furfuryl alcohol was prepared in essentially quantitative yield with productivities as high as 67 mg min(−1). Efforts towards DHMF synthesis were performed and the process was also optimized using design of experiments. The optimal conditions were defined for DHMF at 0.25 M and were determined to be 120 °C and 50 s of residence time, giving yields of up to 99% and productivity of 50 mg min(−1). The use of a FT-IR device for the in-line continuous monitoring was pivotal for the fast optimization of the processes, securing steady-state operations, and design of experiments ensured a greater understanding of the effect of temperature, residence time and concentration, alongside their interactions in yield, selectivity and productivity.
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spelling pubmed-89823772022-04-13 Continuous flow Meerwein–Ponndorf–Verley reduction of HMF and furfural using basic zirconium carbonate Marçon, Henrique Magri Pastre, Julio Cezar RSC Adv Chemistry Continuous Flow Microreactors and Green Chemistry are areas with promising applications, especially when allied. In this scenario, the main goal of this study was to develop new strategies for the synthesis of bio-based compounds under a flow regime. We worked towards the flow synthesis of furfuryl alcohol and DHMF (dihydroxymethylfuran), from their respective aldehydes, through a Meerwein–Ponndorf–Verley reaction with iso-propanol catalysed by basic zirconium carbonate. Furfuryl alcohol was prepared in essentially quantitative yield with productivities as high as 67 mg min(−1). Efforts towards DHMF synthesis were performed and the process was also optimized using design of experiments. The optimal conditions were defined for DHMF at 0.25 M and were determined to be 120 °C and 50 s of residence time, giving yields of up to 99% and productivity of 50 mg min(−1). The use of a FT-IR device for the in-line continuous monitoring was pivotal for the fast optimization of the processes, securing steady-state operations, and design of experiments ensured a greater understanding of the effect of temperature, residence time and concentration, alongside their interactions in yield, selectivity and productivity. The Royal Society of Chemistry 2022-03-11 /pmc/articles/PMC8982377/ /pubmed/35424757 http://dx.doi.org/10.1039/d2ra00588c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Marçon, Henrique Magri
Pastre, Julio Cezar
Continuous flow Meerwein–Ponndorf–Verley reduction of HMF and furfural using basic zirconium carbonate
title Continuous flow Meerwein–Ponndorf–Verley reduction of HMF and furfural using basic zirconium carbonate
title_full Continuous flow Meerwein–Ponndorf–Verley reduction of HMF and furfural using basic zirconium carbonate
title_fullStr Continuous flow Meerwein–Ponndorf–Verley reduction of HMF and furfural using basic zirconium carbonate
title_full_unstemmed Continuous flow Meerwein–Ponndorf–Verley reduction of HMF and furfural using basic zirconium carbonate
title_short Continuous flow Meerwein–Ponndorf–Verley reduction of HMF and furfural using basic zirconium carbonate
title_sort continuous flow meerwein–ponndorf–verley reduction of hmf and furfural using basic zirconium carbonate
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8982377/
https://www.ncbi.nlm.nih.gov/pubmed/35424757
http://dx.doi.org/10.1039/d2ra00588c
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