Issue 10, 2013
From the journal:

Green Chemistry

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

Sowmiah Subbiah,ab   Svilen P. Simeonov,b   José M. S. S. Esperança,a   Luís Paulo N. Rebeloa  and  Carlos A. M. Afonso*b  

* Corresponding authors

a Instituto de Tecnologia Química e Biológica, Universidade Nova de Lisboa, Av. da Republica, 2780-157 Oeiras, Portugal

b iMed. UL, Faculdade de Farmacia da Universidade de Lisboa, Av. Prof. Gama Pinto, 1649-003, Lisboa, Portugal
E-mail: carlosafonso@ff.ul.pt
Fax: +351 21 7946476

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

DOI
https://doi.org/10.1039/C3GC40930A
Article type
Paper
Submitted
19 May 2013
Accepted
05 Aug 2013
First published
06 Aug 2013

Green Chem., 2013,15, 2849-2853

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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

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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