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Dimethylsulfoxide/Water Mixed Solvent Mediated Synthesis of 5‐Hydroxymethylfurfural from Galactose with Aluminum Salt Catalyst
Author(s) -
Jia Songyan,
He Yangdong,
Wang Guosheng
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700156
Subject(s) - chemistry , 5 hydroxymethylfurfural , catalysis , solvent , yield (engineering) , fructose , salt (chemistry) , lactose , organic chemistry , solubility , biomass (ecology) , selectivity , galactose , materials science , oceanography , metallurgy , geology
As a biomass‐derived platform compound, 5‐hydroxymethylfurfural (5‐HMF) has attracted many researchers’ interest. Effective conversion of fructose, glucose and their polymers into 5‐HMF provides new perspectives for biomass utilization. However, other underused hexoses have received much less attention in the field of 5‐HMF production. In this work, galactose was effectively converted into 5‐HMF under mild conditions. AlCl 3 •6H 2 O showed superior catalytic activity for the production of 5‐HMF in a DMSO/H 2 O mixed solvent system. Adding an appropriate amount of water in DMSO may have improved the solubility of AlCl 3 •6H 2 O and suppressed side reactions, significantly increasing 5‐HMF yield and selectivity. The system was also efficient for the conversion of lactose into 5‐HMF. Control experiments with different catalysts and simple model compounds provided mechanistic insights.