Reaction of ketohexoses with acid in certain non-aqueous sugar solvents
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Ketohexoses or potential ketohexoses react rapidly with acids at high temperatures in non-aqueous solvents (containing the grouping R·O·C·C·OH in their structures1) to produce 5-hydroxymethyl-furfural (HMF). HMF reacts further to give the solvent ether (e.g., II, III or IV) in a slow reaction. Several of these ethers have been reduced partially to mono-ethers of 2,5-di(hydroxymethyl)furan (V, VI or VII) and fully to mono-ethers of 2,5-di(hydroxymethyl)tetrahydrofuran (VIII, IX or X).