5-(Chloromethyl)Furfural as a Potential Source for Continuous Hydrogenation of 5-(Hydroxymethyl)Furfural to 2,5-Bis(Hydroxymethyl)Furan

5-(Chloromethyl)furfural (CMF) is cheaper than sugars, because it can be obtained from biomass waste. Herein, the stepwise conversion of CMF to 2,5-bis(hydroxymethyl)furan (BHMF) via 5-(hydroxymethyl)furfural (HMF) was demonstrated for the first time. The purified CMF was hydrolyzed in continuous mode followed by extraction with ethyl acetate (EA), resulting in a HMF yield of 70 mol%. The following factors were assessed during continuous hydrogenation of the produced HMF: the presence of EA in the reaction solvent, HMF concentrations of up to 10 wt% in the feed, the mass production of mesoporous Cu-Al2O3 (meso-CuA-kg), the shaping of meso-CuA-kg into cylindrical pellets, and the setup of the catalytic reactor. Through these efforts, the hydrogenation of HMF over meso-CuA-kg could be sustained for 100 h under the above optimized conditions, affording BHMF in 98 % yield. The approach described in this study can greatly contribute to the value-added transformation of CMF into HMF and BHMF. © 2022 Wiley-VCH GmbH.