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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583840Generated: October 30, 2026

Cesium fluoride → 2-fluoro-4-phenylbenzonitrile

https://huagongshe.com/reaction/583840

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
ReactantPhenylboronic AcidHCID 66827—
Reactant4-Bromo-2-fluorobenzonitrileHCID 736029—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product2-fluoro-4-phenylbenzonitrileHCID 276336074%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 4-bromo-2-fluorobenzonitrile (1.12 g, 5.6 mmol) in 1,2-dimethoxyethane (10 mL) were added Phenyl boronic acid (750 mg, 6.16 mmol), tetrakis(triphenylphosphine)palladium (0) (194 mg, 0.17 mmol) and Cesium fluoride (1.8 g, 12.3 mmol). The mixture of reaction was stirred at 100° C. under nitrogen for 3 h. Then, the mixture is cooled and filter through celite. Then added ethyl acetate and water and extracted (3×). The crude was purified by chromatography (silica gel, hexane-ethyl acetate 10:1) affordind 818 mg (74% yield)n of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06924294B2
Source datasetuspto-grants-2005_08
ORD IDord-6b0fab5263ea40428287798687af65bc
Source noteuspto-grants-2005_08