Reaction #357803

Reaction equation

triphenylphosphine

(2-acetylphenyl)boronic acid

tripotassium phosphate hydrate

4-chlorbenzonitrile

→

2′-acetyl-4-biphenylcarbonitrile

Solvents

toluene

Conditions

Workup

1. 1
   TemperatureThe reaction mixture was cooled
2. 2
   Washwashed with water
3. 3
   DryingThe organic layer was dried over sodium sulfate
4. 4
   Otherthe solvent was evaporated
5. 5
   OtherThe product, 2′-acetyl-4-biphenylcarbonitrile (5a) was purified by a column (hexane/ethyl acetate=8/1)

Procedure

Bis(triphenylphosphine)palladium dichloride (PdCl2(PPh3)2) (0.6 g, 0.86 mmol), triphenylphosphine (0.44 g, 1.74 mmol), (2-acetylphenyl)boronic acid (6 g, 3.76 mmol) and tripotassium phosphate hydrate (16 g, 7.54 mmol) were placed in a flask. Nitrogen was blown into the flask and then the flask was filled with toluene (40 ml) and 4-chlorbenzonitrile (4 g, 2.90 mmol). The reaction mixture was stirred at 80° C. for 4 hours. The reaction mixture was cooled and washed with water. The organic layer was dried over sodium sulfate and then the solvent was evaporated. The product, 2′-acetyl-4-biphenylcarbonitrile (5a) was purified by a column (hexane/ethyl acetate=8/1). Yield: 3.3 g (51%).

Source