Tetrahydrofuran → 5-[(4-Ethenylphenyl)oxy]-2-(trifluoromethyl)pyridine

Participants

Reaction Steps

To a stirred suspension of 4-{[6-(trifluoromethyl)-3-pyridinyl]oxy}benzaldehyde (3.28 g, 12.28 mmol) and methyl(triphenyl)phosphonium bromide (4.39 g, 12.28 mmol) in dry THF (60 mL) was added NaH (1.718 g, 43.0 mmol) under nitrogen at 0° C. The mixture was stirred at room temperature for 2 h. The organic layer was washed three times with brine, dried over Na2SO4, filtered, and concentrated. Purification via flash chromatography afforded the title compound (1.83 g, 6.90 mmol, 56.2% yield) as light green oil. LCMS: rt=3.77 min, [M+H+]=266

Provenance & Evidence