Acetonitrile → 3-Amino-3-(3-fluoro-4-methoxyphenyl)acrylonitrile

Participants

Reaction Steps

Combine 3-fluoro-4-methoxybenzonitrile (25.000 g, 165.563 mmol) and acetonitrile (13.576 g, 331.126 mmol) and THF (33 mL). Add potassium t-butoxide in THF (1 M, 182.1 mL, 182.1 mmol) with stirring. Stir overnight. Dilute with satd NaHCO3 and extract with EtOAc. Evaporate the organic solution and crystallize from hexane/EtOAc to afford 3-amino-3-(3-fluoro-4-methoxyphenyl)acrylonitrile. Yield: 78.6%. ES-MS: m/e 193.0 (m+1).

Provenance & Evidence