Water → 3-[Chloro(cyclohexyl)methyl]-2-ethyl-5-[4-(trifluoromethyl)phenyl]furan

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To a solution of cyclohexyl {2-ethyl-5-[4-(trifluoromethyl)phenyl]-3-furyl}methanol (705 mg) in toluene (10 mL) was added thionyl chloride (290 μL), and the mixture was stirred at 100° C. for 1 hr. The reaction mixture was cooled, neutralized with saturated aqueous sodium hydrogen carbonate, and poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was crystallized from ethyl acetate/hexane to give the title compound (742 mg, 100%) as a yellow solid.

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