Water → 8-[Chloro(2-methyl-5-phenylfuran-3-yl)methyl]-1,4-dioxaspiro[4.5]decane

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To a solution of 1,4-dioxaspiro[4.5]dec-8-yl(2-methyl-5-phenylfuran-3-yl)methanol (0.7 g) in toluene (20 mL) were added thionyl chloride (0.2 mL) and pyridine (0.2 mL), and the mixture was stirred at 0° C. for 2 hr. The reaction mixture was 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 to give the title compound (0.7 g, 100%) as an oil.

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