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Issue 10, 2013
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Direct transformation of 5-hydroxymethylfurfural to the building blocks 2,5-dihydroxymethylfurfural (DHMF) and 5-hydroxymethyl furanoic acid (HMFA) via Cannizzaro reaction

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Abstract

An efficient, simple, scalable and atom efficient method for the synthesis of 2,5-dihydroxymethylfuran (DHMF) and 5-hydroxymethylfuranoic acid, as sodium salt (HMFA), in 80% yield from 5-hydroxymethylfurfural (HMF) in water using NaOH (0.9 eq.) via a Cannizzaro reaction is described. Both the building blocks DHMF and HMFA were successfully isolated merely using selective crystallisation.

Graphical abstract: Direct transformation of 5-hydroxymethylfurfural to the building blocks 2,5-dihydroxymethylfurfural (DHMF) and 5-hydroxymethyl furanoic acid (HMFA) via Cannizzaro reaction

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Article information


Submitted
19 May 2013
Accepted
05 Aug 2013
First published
06 Aug 2013

Green Chem., 2013,15, 2849-2853
Article type
Paper

Direct transformation of 5-hydroxymethylfurfural to the building blocks 2,5-dihydroxymethylfurfural (DHMF) and 5-hydroxymethyl furanoic acid (HMFA) via Cannizzaro reaction

S. Subbiah, S. P. Simeonov, J. M. S. S. Esperança, L. P. N. Rebelo and C. A. M. Afonso, Green Chem., 2013, 15, 2849
DOI: 10.1039/C3GC40930A

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