4-Chloroaniline → 4'-Chloro-2-(2,2-difluorocyclopropyl)acetanilide

Participants

Reaction Steps

15.3 g (120 mmol) 4-Chloroaniline, 18.4 ml (132 mmol) triethylamine and 50 mg dimethylaminopyridine dissolved in 150 ml tetrahydrofuran was treated, under ice-cooling, with 18.6 g (120 mmol) 2-(2,2-difluorocyclopropyl)acetyl chloride. The mixture was stirred for 2 hours at room temperature and poured into 1000 ml water. The precipitated crystals were separated, washed with a small amount of hydrochloric acid and dried in vacuo (200 mbar). A sample was analysed by thin layer chromatography (dichloromethane:methanol=95:5) (Rf=0.62).

Provenance & Evidence