Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1635744Generated: November 1, 2026

Toluene → 2-Fluoro-4-(2,4-dichlorophenyl)benzonitrile

https://huagongshe.com/reaction/1635744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant4-Bromo-2-fluorobenzonitrileHCID 736029—
Reactant(2,4-Dichlorophenyl)boronic acidHCID 2734659—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-Fluoro-4-(2,4-dichlorophenyl)benzonitrileHCID 2217089794%

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06509354B1
Source datasetuspto-grants-2003_01
ORD IDord-d4167f69c41b42398f5ad71df1680683
Source noteuspto-grants-2003_01