Phase Transfer Catalyst Assisted One-Pot Synthesis of 5-(Chloromethyl)furfural from Biomass-Derived Carbohydrates in a Biphasic Batch Reactor

Abstract

5-(Chloromethyl)furfural (CMF), a bio-renewable chemical building block, has been produced in good isolated yields from biomass-derived carbohydrates within a closed aqueous HCl-1,2-dichloroethane biphasic reactor in the presence of benzyltributylammonium chloride (BTBAC) as a phase transfer catalyst (PTC). The solvent-economic, one-pot strategy afforded CMF in 73% isolated yield (90 C, 3 h) from sucrose with a combined yield of 84% for CMF and levulinic acid. The process was optimized on temperature, duration, solvent, type, and loading of PTC. Use of BTBAC led to nearly 10% increase in yield of CMF for all substrates when compared to control reactions. 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim