Jump to main content
Jump to site search

Issue 14, 2017
Previous Article Next Article

Homogeneous and heterogeneous catalytic (dehydrogenative) oxidation of oleochemical 1,2-diols to α-hydroxyketones

Author affiliations

Abstract

Herein, the preparation of methyl oleate α-hydroxyketone from the corresponding 1,2-diol was investigated using both homogeneous and heterogeneous systems. Homogeneous conditions using a Pd(OAc)2/neocuproine complex were first developed using oxygen as a sole oxidant under mild conditions (MeOH, 50 °C). Under these conditions, the conversion of diol reached 95%, and α-hydroxyketone was obtained with 97% selectivity. The access to α-hydroxyketone has also been studied by dehydrogenation using a range of heterogeneous catalysts under solvent-free conditions at high temperatures (160–180 °C). Dehydrogenation using activated Ru/C under vacuum provided α-hydroxyketone with 93% conversion and 82% GC yield. The optimized conditions were applied to a range of oleochemical diols, including a vegetable oil derivative, to obtain the corresponding α-hydroxyketones with up to 74% isolated yields.

Graphical abstract: Homogeneous and heterogeneous catalytic (dehydrogenative) oxidation of oleochemical 1,2-diols to α-hydroxyketones

Back to tab navigation

Supplementary files

Publication details

The article was received on 21 Mar 2017, accepted on 08 Jun 2017 and first published on 22 Jun 2017


Article type: Paper
DOI: 10.1039/C7GC00867H
Citation: Green Chem., 2017,19, 3390-3399
  •   Request permissions

    Homogeneous and heterogeneous catalytic (dehydrogenative) oxidation of oleochemical 1,2-diols to α-hydroxyketones

    N. D. Vu, B. Guicheret, N. Duguet, E. Métay and M. Lemaire, Green Chem., 2017, 19, 3390
    DOI: 10.1039/C7GC00867H

Search articles by author

Spotlight

Advertisements