4-Bromostyrene → HCID 89581196, compound

Participants

Reaction Steps

To the solution of 1-bromo-4-vinylbenzene (500 mg, 2.75 mmol) in tetrahydro-2H-pyran-4-ol (20 mL) was added mercuric trifluoroacetate (1.18 g, 2.75 mmol), the mixture was stirred for 1 hour at room temperature, then at 0° C. 3 mol/L sodium hydroxide (20 mL) was added with vigorous stirring, after 2 minute, sodium borohydride (0.5 mol/L) in sodium hydroxide (20 ml, 3 mol/L) was added. After 12 hours, the mixture was extracted with ethyl acetate (50 mL*3). The organics were washed with water (5×20 mL) and dried with sodium sulfate, the solvent was removed and purified by column chromatography (silica gel, dichloromethane/methanol=20:1). to give 3-(1-(4-bromo phenyl)ethoxy)-tetrahydrofuran (461 mg, 59%) as oil.

Provenance & Evidence