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-ce85193388d447e2a94938153a889161

Quelldatensatz

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09174968B2