Sustainable Syntheses of Paracetamol and Ibuprofen from Biorenewable β-pinene

ChemSusChem. 2023 Nov 8;16(21):e202300670. doi: 10.1002/cssc.202300670. Epub 2023 Aug 28.

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.

Keywords: biomass; biorefinery; ibuprofen; paracetamol; terpenes.

MeSH terms

  • Acetaminophen*
  • Bicyclic Monoterpenes
  • Ibuprofen*
  • Terpenes

Substances

  • Ibuprofen
  • Acetaminophen
  • beta-pinene
  • Bicyclic Monoterpenes
  • Terpenes