Production of 5-(formyloxymethyl)furfural from biomass-derived sugars using mixed acid catalysts and upgrading into value-added chemicals

Carbohydr Res. 2020 Nov:497:108140. doi: 10.1016/j.carres.2020.108140. Epub 2020 Aug 29.

Abstract

In this work, 5-(formyloxymethyl)furfural (FMF) has been produced from biomass-derived hexose sugars within a biphasic reaction mixture consisting of aqueous formic acid (85%), a strong Brønsted acid catalyst, and 1,2-dichloroethane as an organic extractant. Using a combination of aqueous hydrobromic acid and formic acid, under optimized condition (80 °C, 8 h, 10 wt% substrate loading), 68% isolated yield of FMF was obtained from fructose. FMF has been demonstrated as a renewable chemical building block for the synthesis of renewable chemicals of commercial significance such as 5-methylfurfural, 2,5-diformylfuran, and 2,5-furandicarboxylic acid in good to excellent isolated yields.

Keywords: 5-(formyloxymethyl)furfural; Biomass; Catalysis; Formic acid; Renewable synthesis.

MeSH terms

  • Biomass*
  • Carbohydrate Conformation
  • Catalysis
  • Formates / chemistry
  • Furaldehyde / analogs & derivatives*
  • Furaldehyde / chemistry
  • Models, Molecular
  • Sugars / chemistry*
  • Temperature
  • Water / chemistry

Substances

  • Formates
  • Sugars
  • Water
  • formic acid
  • 5-methyl-2-furfural
  • Furaldehyde