Reaction #453582

Reaction equation

4-Fluoro-aniline

cyano-ketone

2-Oxocyclohexane-1-carbonitrile

calcium chloride

→

product

2-(4'Fluorophenyl) aminocyclohex-1-ene-1-carbonitrile

Conditions

Workup

1. 1
   Temperature(20 ml) were heated
2. 2
   Temperatureunder reflux for 17 hours
3. 3
   TemperatureAfter cooling
4. 4
   Filtrationthe mixture was filtered
5. 5
   Otherthe solvent evaporated
6. 6
   workup.DISTILLATIONKugelrohr distillation (135° C., 0.08 mmHg)

Procedure

4-Fluoro-aniline (1.11 g, 10.0 mmol), cyano-ketone (Example 32) (1.25 g, 10.2 mmol), calcium chloride (1.5 g, 13.5 mmol) and T.H.F. (20 ml) were heated under reflux for 17 hours. After cooling, the mixture was filtered and the solvent evaporated. Kugelrohr distillation (135° C., 0.08 mmHg) gave the product as a pale yellow powder.

Source