Synthesis of renewable monomer 2, 5-bishydroxymethylfuran from highly concentrated 5-hydroxymethylfurfural in deep eutectic solvents

2, 5-Bishydroxymethylfuran (BHMF) has been currently emerged as a promising biomass-derived monomer . It is highly desirable to proceed a chemical process at a high substrate concentration, by which a facile and cost-effective separation of products can be expected. Herein, we report for the first time on the hydrogenation of highly concentrated 5-hydroxymethylfurfural (HMF) in deep eutectic solvents (DESs), giving a near quantitative selectivity towards BHMF in ChCl-glycerol DES at 25   °C in 3   h using NaBH 4 as the H-donor. DES is hailed as a new class of green solvent, in which HMF/BHMF could be stabilized by the strong hydrogen-bond interaction, and allowed the selective hydrogenation of HMF at high concentration up to 40   wt%. Notably, the resulting BHMF could be facilely separated by extraction with ethyl acetate, and then high purity of BHMF with a desirable isolated yield around 80% was obtained after removing of ethyl acetate. Additionally, the reaction efficiency of HMF hydrogenation in DESs was verified to be strongly associated with the viscosity of DESs and the p K a value of hydrogen-bonding donor.