Cargando…

Diels–Alder reactions of myrcene using intensified continuous-flow reactors

This work describes the Diels–Alder reaction of the naturally occurring substituted butadiene, myrcene, with a range of different naturally occurring and synthetic dienophiles. The synthesis of the Diels–Alder adduct from myrcene and acrylic acid, containing surfactant properties, was scaled-up in a...

Descripción completa

Detalles Bibliográficos
Autores principales: Hornung, Christian H, Álvarez-Diéguez, Miguel Á, Kohl, Thomas M, Tsanaktsidis, John
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5301964/
https://www.ncbi.nlm.nih.gov/pubmed/28228853
http://dx.doi.org/10.3762/bjoc.13.15
_version_ 1782506455785537536
author Hornung, Christian H
Álvarez-Diéguez, Miguel Á
Kohl, Thomas M
Tsanaktsidis, John
author_facet Hornung, Christian H
Álvarez-Diéguez, Miguel Á
Kohl, Thomas M
Tsanaktsidis, John
author_sort Hornung, Christian H
collection PubMed
description This work describes the Diels–Alder reaction of the naturally occurring substituted butadiene, myrcene, with a range of different naturally occurring and synthetic dienophiles. The synthesis of the Diels–Alder adduct from myrcene and acrylic acid, containing surfactant properties, was scaled-up in a plate-type continuous-flow reactor with a volume of 105 mL to a throughput of 2.79 kg of the final product per day. This continuous-flow approach provides a facile alternative scale-up route to conventional batch processing, and it helps to intensify the synthesis protocol by applying higher reaction temperatures and shorter reaction times.
format Online
Article
Text
id pubmed-5301964
institution National Center for Biotechnology Information
language English
publishDate 2017
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-53019642017-02-22 Diels–Alder reactions of myrcene using intensified continuous-flow reactors Hornung, Christian H Álvarez-Diéguez, Miguel Á Kohl, Thomas M Tsanaktsidis, John Beilstein J Org Chem Full Research Paper This work describes the Diels–Alder reaction of the naturally occurring substituted butadiene, myrcene, with a range of different naturally occurring and synthetic dienophiles. The synthesis of the Diels–Alder adduct from myrcene and acrylic acid, containing surfactant properties, was scaled-up in a plate-type continuous-flow reactor with a volume of 105 mL to a throughput of 2.79 kg of the final product per day. This continuous-flow approach provides a facile alternative scale-up route to conventional batch processing, and it helps to intensify the synthesis protocol by applying higher reaction temperatures and shorter reaction times. Beilstein-Institut 2017-01-19 /pmc/articles/PMC5301964/ /pubmed/28228853 http://dx.doi.org/10.3762/bjoc.13.15 Text en Copyright © 2017, Hornung et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Hornung, Christian H
Álvarez-Diéguez, Miguel Á
Kohl, Thomas M
Tsanaktsidis, John
Diels–Alder reactions of myrcene using intensified continuous-flow reactors
title Diels–Alder reactions of myrcene using intensified continuous-flow reactors
title_full Diels–Alder reactions of myrcene using intensified continuous-flow reactors
title_fullStr Diels–Alder reactions of myrcene using intensified continuous-flow reactors
title_full_unstemmed Diels–Alder reactions of myrcene using intensified continuous-flow reactors
title_short Diels–Alder reactions of myrcene using intensified continuous-flow reactors
title_sort diels–alder reactions of myrcene using intensified continuous-flow reactors
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5301964/
https://www.ncbi.nlm.nih.gov/pubmed/28228853
http://dx.doi.org/10.3762/bjoc.13.15
work_keys_str_mv AT hornungchristianh dielsalderreactionsofmyrceneusingintensifiedcontinuousflowreactors
AT alvarezdieguezmiguela dielsalderreactionsofmyrceneusingintensifiedcontinuousflowreactors
AT kohlthomasm dielsalderreactionsofmyrceneusingintensifiedcontinuousflowreactors
AT tsanaktsidisjohn dielsalderreactionsofmyrceneusingintensifiedcontinuousflowreactors