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Received September 27, 2013
Accepted January 28, 2014
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This is an Open-Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/bync/3.0) which permits
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Metal-free mild oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran
Energy and Environment Fusion Technology Center (E2FTC), Department of Energy and Biotechnology (DEB), Myongji University, Myongji-ro 116, Nam-dong, Cheoin-gu, Yongin City, Gyeonggi-do 449-728, Korea
wjc0828@gmail.com
Korean Journal of Chemical Engineering, August 2014, 31(8), 1362-1367(6), 10.1007/s11814-014-0036-0
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Abstract
The potential of 4-hydroxy-2,2,6,6-tetramethyl-piperidine-1-oxyl (4-hydroxy-TEMPO radical) as an oxidant with [bis(acetoxy)-iodo]benzene (BAIB) and acetic acid (CH3COOH) as co-oxidants to convert 5-hydroxymethylfurfural (5-HMF) into 2,5-diformylfuran (2,5-DFF) was investigated. The effects of oxidant/acid dosages, choice of appropriate solvent, reaction temperature and time were determined to maximize the 2,5-DFF yield. Optimally, 66% 2,5-DFF yield was achieved in TEMPO/BAIB/CH3COOH system at 30 ℃ after 45 min in ethyl acetate. The reaction system is environmentally benign (metal-free) and energy efficient (mild at short reaction period). With scarce reports on 2,5-DFF production, the developed system provides an alternative route for a better access and wider application of this important platform chemical.
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Kirumakki SR, Nagaraju N, Narayanan S, Appl. Catal. A: Gen., 273(1-2), 1 (2004)
