반응 #53586

반응 방정식

2,4-dichlorophenylboronic acid

4-bromo-2-fluorobenzonitrile

sodium carbonate

toluene

→

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

수율 94.0%

용매

water

ethanol

반응 조건

후처리

1. 1
   온도under reflux
2. 2
   온도with heating for 2 hours
3. 3
   workup.ADDITIONThe reaction mixture was poured into ice-cold water
4. 4
   추출extracted with toluene
5. 5
   세척The toluene layer was washed with water twice
6. 6
   건조dried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure

실험 절차

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.

출처