Sodium Hydroxide → 3-(4-(3-(Trifluoromethyl)phenoxy)phenyl)acrylonitrile

To a solution of (cyanomethyl)triphenylphosphonium bromide (8.61 g, 22.54 mmol) and NaOH (1.127 g, 28.2 mmol) in water (24 mL) and DCM (12 mL) was added 4-(3-(trifluoromethyl)phenoxy)benzaldehyde (5 g, 18.78 mmol) at 0° C. The mixture was stirred at room temperature for 4 h. DCM (50 mL) and water (50 mL) was added to the mixture, the organic phase was washed with water (50 mL), brine (50 mL), dried over anhydrous sodium sulfate and concentrated. Purification via flash chromatography afforded the title compound (5.07 g, 17.26 mmol, 92% yield) as pale yellow oil (slowly solidify to white solid). LCMS: rt=1.67 min, [M+H+]=290

1. washthe organic phase was washed with water (50 mL), brine (50 mL)
2. dry with materialdried over anhydrous sodium sulfate
3. concentrationconcentrated
4. customPurification via flash chromatography

ORD-Eintrag

ord-003e77e241f74e9f90b53704c42d9361

Quelldatensatz

uspto-grants-2014_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08637536B2