Subscribe to RSS
Co-Synthesis of Glycolic Acids, Formamides, and Formates on Copper/Alumina
Sustainable Co-Synthesis of Glycolic Acid, Formamides and Formates from 1,3-Dihydroxyacetone by a Cu/Al2O3 Catalyst with a Single Active Sites.
Angew. Chem. Int. Ed. 2019;
17 June 2019 (online)
An alumina-supported copper catalyst (Cu/Al2O3) was prepared by mixing copper(II) chloride with alumina, followed by calcination (eq. 1). Cu/Al2O3 catalyzed the oxidative degradation of 1,3-dihydroxyacetone with hydrogen peroxide in water to give glycolic acid in 91% yield with co-production of formic acid (eq. 2). The reaction also proceeded in the presence of amines or alcohols to afford the corresponding formamides or formates as co-products in 70–99% yield (eq. 3).
In the oxidation of 1,3-dihydroxyacetone, Cu/Al2O3 was recovered by centrifugation and reused twice without loss of its catalytic performance (fresh: 91% yield; third run: 88%). ICP analyses and a filtration test suggested that the reaction proceeds heterogeneously. XRD, HAADF-STEM, and N2 adsorption–desorption experiments on the reused catalyst showed no obvious changes in its structure.