Tetrahydrofuran → 2-(4-{[4-(Trifluoromethyl)phenyl]oxy}phenyl)ethanol

Participants

Reaction Steps

To the solution of 1-ethenyl-4-{[4-(trifluoromethyl)phenyl]oxy}benzene (890 mg, 3.37 mmol) in dry THF (10 mL), was added 9-BBN (10 mL, 5.00 mmol) at 0° C. and stirred at room temperature overnight. Then the reaction mixture was quenched by addition of water (3 mL), followed by aq. NaOH (3M, 4.5 mL), and 30% H2O2 (5 mL). The reaction mixture was heated at 50° C. for 3 h. Then the THF and some water were removed under reduced pressure, and the residue was diluted with EA. The organic layer was washed with water and brine, dried over Na2SO4 and concentrated. Purification via flash chromatography afforded the title compound (914 mg, 96% yield). LCMS: rt=3.38 min, [M+H+]=265

Provenance & Evidence