Reaction #557384

Reaction equation

2-Chloro-1-(4-fluorophenyl)ethanone

diallylamine

water

→

crude title compound

Yield 118.3%

2-(Diallylamino)-1-(4-fluorophenyl)ethanone

Yield 118.3%

Solvents

acetonitrile

Conditions

Workup

1. 1
   Extractionextracted twice with ethyl acetate (400 mL)
2. 2
   Washwashed with brine (1×200 mL)
3. 3
   Dryingdried over sodium sulfate
4. 4
   Filtrationfiltered
5. 5
   Concentrationconcentrated

Procedure

2-Chloro-1-(4-fluorophenyl)ethanone (10 g, 57.4 mmol) is dissolved in acetonitrile (400 mL). The solution is cooled to 0° C. and diallylamine (15.6 mL, 126.2 mmol) is added. After 1 hour, the mixture is poured into water (500 mL) and extracted twice with ethyl acetate (400 mL). The organic extracts are combined, washed with brine (1×200 mL), dried over sodium sulfate, filtered, and concentrated to give the crude title compound (15.84 g, 118%). ES/MS (m/e): 234 (M+H).

Source