Beilstein Journal of Organic Chemistry (Jan 2017)

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

  • Christian H. Hornung,
  • Miguel Á. Álvarez-Diéguez,
  • Thomas M. Kohl,
  • John Tsanaktsidis

DOI
https://doi.org/10.3762/bjoc.13.15
Journal volume & issue
Vol. 13, no. 1
pp. 120 – 126

Abstract

Read online

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