4-Toluenesulfonyl chloride → Tetrahydrofuran-3-yl 4-methylbenzenesulfonate

Participants

Reaction Steps

To a solution of 3-hydroxy tetrahydrofuran (2.5 g, 28.0 mmol) in anhydrous pyridine (60 mL) at room temperature was added 4-toluene sulfonyl chloride (6.49 g, 34.0 mmol). After stirring the reaction mixture for 18 hours at room temperature, the reaction mixture was concentrated under reduced pressure. The resulting residue was purified by flash chromatography over silica gel eluting with a gradient of 0 to 30% ethyl acetate in heptane to afford 3.5 g (51% yield) of the desired product as a colorless oil.

Provenance & Evidence