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...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2017-01-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.13.15 |
| _version_ | 1818954931416072192 |
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| author | Christian H. Hornung Miguel Á. Álvarez-Diéguez Thomas M. Kohl John Tsanaktsidis |
| author_facet | Christian H. Hornung Miguel Á. Álvarez-Diéguez Thomas M. Kohl John Tsanaktsidis |
| author_sort | Christian H. Hornung |
| collection | DOAJ |
| 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. |
| first_indexed | 2024-12-20T10:30:00Z |
| format | Article |
| id | doaj.art-55424eba4b444eed88d08775ac803950 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-20T10:30:00Z |
| publishDate | 2017-01-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-55424eba4b444eed88d08775ac8039502022-12-21T19:43:45ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972017-01-0113112012610.3762/bjoc.13.151860-5397-13-15Diels–Alder reactions of myrcene using intensified continuous-flow reactorsChristian H. Hornung0Miguel Á. Álvarez-Diéguez1Thomas M. Kohl2John Tsanaktsidis3CSIRO Manufacturing, Bag 10, Clayton South, Victoria 3169, AustraliaCSIRO Manufacturing, Bag 10, Clayton South, Victoria 3169, AustraliaCSIRO Manufacturing, Bag 10, Clayton South, Victoria 3169, AustraliaCSIRO Manufacturing, Bag 10, Clayton South, Victoria 3169, AustraliaThis 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.https://doi.org/10.3762/bjoc.13.15continuous processingflow chemistryrenewable feedstocksurfactant |
| spellingShingle | Christian H. Hornung Miguel Á. Álvarez-Diéguez Thomas M. Kohl John Tsanaktsidis Diels–Alder reactions of myrcene using intensified continuous-flow reactors Beilstein Journal of Organic Chemistry continuous processing flow chemistry renewable feedstock surfactant |
| 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 | continuous processing flow chemistry renewable feedstock surfactant |
| url | https://doi.org/10.3762/bjoc.13.15 |
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