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Greener Synthesis of Pristane by Flow Dehydrative Hydrogenation of Allylic Alcohol Using a Packed-Bed Reactor Charged by Pd/C as a Single Catalyst

Our previous work established a continuous-flow synthesis of pristane, which is a saturated branched alkane obtained from a Basking Shark. The dehydration of an allylic alcohol that is the key to a tetraene was carried out using a packed-bed reactor charged by an acid–silica catalyst (HO-SAS) and fl...

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Autores principales: Kasakado, Takayoshi, Hirobe, Yuki, Furuta, Akihiro, Hyodo, Mamoru, Fukuyama, Takahide, Ryu, Ilhyong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8510359/
https://www.ncbi.nlm.nih.gov/pubmed/34641390
http://dx.doi.org/10.3390/molecules26195845
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author Kasakado, Takayoshi
Hirobe, Yuki
Furuta, Akihiro
Hyodo, Mamoru
Fukuyama, Takahide
Ryu, Ilhyong
author_facet Kasakado, Takayoshi
Hirobe, Yuki
Furuta, Akihiro
Hyodo, Mamoru
Fukuyama, Takahide
Ryu, Ilhyong
author_sort Kasakado, Takayoshi
collection PubMed
description Our previous work established a continuous-flow synthesis of pristane, which is a saturated branched alkane obtained from a Basking Shark. The dehydration of an allylic alcohol that is the key to a tetraene was carried out using a packed-bed reactor charged by an acid–silica catalyst (HO-SAS) and flow hydrogenation using molecular hydrogen via a Pd/C catalyst followed. The present work relies on the additional propensity of Pd/C to serve as an acid catalyst, which allows us to perform a flow synthesis of pristane from the aforementioned key allylic alcohol in the presence of molecular hydrogen using Pd/C as a single catalyst, which is applied to both dehydration and hydrogenation. The present one-column-two-reaction-flow system could eliminate the use of an acid catalyst such as HO-SAS and lead to a significant simplification of the production process.
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spelling pubmed-85103592021-10-13 Greener Synthesis of Pristane by Flow Dehydrative Hydrogenation of Allylic Alcohol Using a Packed-Bed Reactor Charged by Pd/C as a Single Catalyst Kasakado, Takayoshi Hirobe, Yuki Furuta, Akihiro Hyodo, Mamoru Fukuyama, Takahide Ryu, Ilhyong Molecules Article Our previous work established a continuous-flow synthesis of pristane, which is a saturated branched alkane obtained from a Basking Shark. The dehydration of an allylic alcohol that is the key to a tetraene was carried out using a packed-bed reactor charged by an acid–silica catalyst (HO-SAS) and flow hydrogenation using molecular hydrogen via a Pd/C catalyst followed. The present work relies on the additional propensity of Pd/C to serve as an acid catalyst, which allows us to perform a flow synthesis of pristane from the aforementioned key allylic alcohol in the presence of molecular hydrogen using Pd/C as a single catalyst, which is applied to both dehydration and hydrogenation. The present one-column-two-reaction-flow system could eliminate the use of an acid catalyst such as HO-SAS and lead to a significant simplification of the production process. MDPI 2021-09-27 /pmc/articles/PMC8510359/ /pubmed/34641390 http://dx.doi.org/10.3390/molecules26195845 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Kasakado, Takayoshi
Hirobe, Yuki
Furuta, Akihiro
Hyodo, Mamoru
Fukuyama, Takahide
Ryu, Ilhyong
Greener Synthesis of Pristane by Flow Dehydrative Hydrogenation of Allylic Alcohol Using a Packed-Bed Reactor Charged by Pd/C as a Single Catalyst
title Greener Synthesis of Pristane by Flow Dehydrative Hydrogenation of Allylic Alcohol Using a Packed-Bed Reactor Charged by Pd/C as a Single Catalyst
title_full Greener Synthesis of Pristane by Flow Dehydrative Hydrogenation of Allylic Alcohol Using a Packed-Bed Reactor Charged by Pd/C as a Single Catalyst
title_fullStr Greener Synthesis of Pristane by Flow Dehydrative Hydrogenation of Allylic Alcohol Using a Packed-Bed Reactor Charged by Pd/C as a Single Catalyst
title_full_unstemmed Greener Synthesis of Pristane by Flow Dehydrative Hydrogenation of Allylic Alcohol Using a Packed-Bed Reactor Charged by Pd/C as a Single Catalyst
title_short Greener Synthesis of Pristane by Flow Dehydrative Hydrogenation of Allylic Alcohol Using a Packed-Bed Reactor Charged by Pd/C as a Single Catalyst
title_sort greener synthesis of pristane by flow dehydrative hydrogenation of allylic alcohol using a packed-bed reactor charged by pd/c as a single catalyst
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8510359/
https://www.ncbi.nlm.nih.gov/pubmed/34641390
http://dx.doi.org/10.3390/molecules26195845
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