Sustainable Syntheses of Paracetamol and Ibuprofen from Biorenewable β-pinene

Joshua D. Tibbetts, Marc Hutchby, William B. Cunningham, Robert S.L. Chapman, Gabriele Kociok-Köhn, Matthew G. Davidson, Steven D. Bull

Research output: Contribution to journalArticlepeer-review

3 Citations (SciVal)

Abstract

Scalable processes have been developed to convert β-pinene into 4-isopropenylcyclohexanone, which is then used as a feedstock for the divergent synthesis of sustainable versions of the common painkillers, paracetamol and ibuprofen. Both synthetic routes use Pd0 catalysed reactions to aromatize the cyclohexenyl rings of key intermediates to produce the benzenoid ring systems of both drugs. The potential of using bioderived 4-hydroxyacetophenone as a drop-in feedstock replacement to produce sustainable aromatic products is also discussed within a terpene biorefinery context.

Original languageEnglish
Article numbere202300670
JournalChemSusChem
Volume16
Issue number21
Early online date28 Aug 2023
DOIs
Publication statusPublished - 8 Nov 2023

Bibliographical note

Funding Information:
We would like to thank EPSRC for funding this study through “Terpene‐based Manufacturing for Sustainable Chemical Feedstocks” EP/K014889 and the Centre for Doctoral Training in Sustainable Chemical Technologies (EP/L016354/1)

Keywords

  • biomass
  • biorefinery
  • ibuprofen
  • paracetamol
  • terpenes

ASJC Scopus subject areas

  • Environmental Chemistry
  • General Chemical Engineering
  • General Materials Science
  • General Energy

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