Highly efficient and N-bromosuccinimide-mediated conversion of carbohydrates to 5-hydroxymethylfurfural under mild conditions

Highly efficient and N-bromosuccinimide-mediated conversion of carbohydrates to... Highly efficient and selective conversion of different carbohydrates to 5-hydroxymethylfurfural (HMF) has been successfully performed with N-bromosuccinimide (NBS) as a promoter. In the presence of single NBS, a 64.2 % yield of HMF from fructose was obtained in N-methylpyrrolidone for 2 h. The effects of time, temperature and reaction media are discussed. It was concluded that the preliminary bromination of substrate could improve the generation of HMF compared to the direct dehydration process. Moreover, the HMF yield could be elevated to 79.6 and 82.3 % when FeCl3 and SnCl4 were used as the additives, respectively. Furthermore, the addition of CrCl3 facilitated the conversion pathway from glucose, sucrose, inulin, or cellulose to HMF. A 57.3, 68.2, 62.4, or 6.1 % yield of HMF was, respectively, obtained in the presence of CrCl3 and NBS under mild conditions, which will therefore generate a promising application strategy for biomass transformation. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Highly efficient and N-bromosuccinimide-mediated conversion of carbohydrates to 5-hydroxymethylfurfural under mild conditions

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Publisher
Springer Netherlands
Copyright
Copyright © 2012 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-012-0837-x
Publisher site
See Article on Publisher Site

Abstract

Highly efficient and selective conversion of different carbohydrates to 5-hydroxymethylfurfural (HMF) has been successfully performed with N-bromosuccinimide (NBS) as a promoter. In the presence of single NBS, a 64.2 % yield of HMF from fructose was obtained in N-methylpyrrolidone for 2 h. The effects of time, temperature and reaction media are discussed. It was concluded that the preliminary bromination of substrate could improve the generation of HMF compared to the direct dehydration process. Moreover, the HMF yield could be elevated to 79.6 and 82.3 % when FeCl3 and SnCl4 were used as the additives, respectively. Furthermore, the addition of CrCl3 facilitated the conversion pathway from glucose, sucrose, inulin, or cellulose to HMF. A 57.3, 68.2, 62.4, or 6.1 % yield of HMF was, respectively, obtained in the presence of CrCl3 and NBS under mild conditions, which will therefore generate a promising application strategy for biomass transformation.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Oct 16, 2012

References

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