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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2017
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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 |
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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 |
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