Reaction #7098

Reaction equation

oxime

3-fluoro-5-bromobenzaldehyde oxime

→

3-fluoro-5-bromobenzonitrile

Yield 89.3%

Solvents

acetonitrile

Conditions

Workup

1. 1
   Temperatureheated
2. 2
   Temperatureunder reflux
3. 3
   Otherthe mixture was evaporated
4. 4
   Washwashed with sulfuric acid (1N), water, brine
5. 5
   Dryingdried (MgSO4)
6. 6
   Otherevaporated

Procedure

The above oxime (3.76 g, 17.24 mmol) and copper (II) acetate (370 mg) were dissolved in acetonitrile (100 cm3) under nitrogen and heated under reflux. After 5 h, the mixture was evaporated, the residue taken into EtOAc, washed with sulfuric acid (1N), water, brine, dried (MgSO4) and evaporated to give 3-fluoro-5-bromobenzonitrile (3.08 g, 15.39 mmol, 89%) which was used without further purification.

Source