H3PO4/metal halide induces a one-pot solvent-free esterification–halogenation of glycerol and diols

Marc Escribà; Jordi Eras; Mercè Balcells; Ramon Canela-Garayoa

doi:10.1039/C3RA41715H

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H₃PO₄/metal halide induces a one-pot solvent-free esterification–halogenation of glycerol and diols†

Marc Escribà,^a Jordi Eras,^a Mercè Balcells^a and Ramon Canela-Garayoa*^a

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* Corresponding authors

^a University of Lleida, Alcalde Rovira Roure 191 25198, Lleida, Spain
E-mail: Canela@quimica.udl.cat
Fax: +34973702924
Tel: +34973702843

Abstract

As part of our continued effort to achieve the synthesis of halohydrin esters from polyols by a sustainable method, here we report on a multicomponent inorganic acid-mediated solvent-free synthesis. The synthesis was designed to ensure few waste materials. Using this approach, the process shows a low E-factor and a high reaction mass efficiency. The new process involves the preparation of a reaction mixture containing either a fatty acid or fatty material, glycerol or diol, a halide salt and H₃PO₄. This mixture is heated at 100 °C for 48 h, yielding up to 88% of halohydrin ester. The process also allows recovery of pyrophosphate salts, compounds that have various applications in agriculture, and in the pharmaceutical, chemical and food industries.

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Article information

DOI: https://doi.org/10.1039/C3RA41715H
Article type: Paper
Submitted: 24 Jan 2013
Accepted: 22 Apr 2013
First published: 22 Apr 2013

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RSC Adv., 2013,3, 8805-8810

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H₃PO₄/metal halide induces a one-pot solvent-free esterification–halogenation of glycerol and diols

M. Escribà, J. Eras, M. Balcells and R. Canela-Garayoa, RSC Adv., 2013, 3, 8805 DOI: 10.1039/C3RA41715H

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