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

ABSTRACT: 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.

SUBMITTER: Hornung CH

PROVIDER: S-EPMC5301964 | biostudies-literature | 2017

REPOSITORIES: biostudies-literature

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

Hornung Christian H CH Álvarez-Diéguez Miguel Á MÁ Kohl Thomas M TM Tsanaktsidis John J

Beilstein journal of organic chemistry 20170119

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 conve ...[more]

PMID: 28228853

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