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

Beilstein J Org Chem. 2017 Jan 19:13:120-126. doi: 10.3762/bjoc.13.15. eCollection 2017.

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.

Keywords: continuous processing; flow chemistry; renewable feedstock; surfactant.