Réaction #53586

Équation de réaction

2,4-dichlorophenylboronic acid

4-bromo-2-fluorobenzonitrile

sodium carbonate

toluene

→

2-fluoro-4-(2,4-dichlorophenyl)benzonitrile

Rendement 94.0%

Solvants

water

ethanol

Conditions de réaction

Traitement

1. 1
   Températureunder reflux
2. 2
   Températurewith heating for 2 hours
3. 3
   workup.ADDITIONThe reaction mixture was poured into ice-cold water
4. 4
   Extractionextracted with toluene
5. 5
   LavageThe toluene layer was washed with water twice
6. 6
   Séchagedried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure

Mode opératoire

1.0 g (5.2 mmol) of 2,4-dichlorophenylboronic acid, 1.1 g (5.5 mmol) of 4-bromo-2-fluorobenzonitrile, 1.6 g (15.0 mmol) of sodium carbonate and 0.8 g (0.7 mmol) of tetrakis(triphenylphosphine) palladium were added to a solvent mixture of 50 ml of toluene, 25 ml of ethanol and 25 ml of water, and the reaction was carried out under reflux with heating for 2 hours. The reaction mixture was poured into ice-cold water and extracted with toluene. The toluene layer was washed with water twice and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 1.3 g of 2-fluoro-4-(2,4-dichlorophenyl)benzonitrile (yield 93.0%), which was used in Example 8 (1) as the starting material.

Source