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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173546Generated: October 31, 2026

Water → 4-Bromo-2-fluoro-3-methylbenzonitrile

https://huagongshe.com/reaction/1173546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantHCID 59556994HCID 59556994—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
Product4-Bromo-2-fluoro-3-methylbenzonitrileHCID 5955691389%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 1-bromo-3-fluoro-4-iodo-2-methylbenzene (2.00 g) in DMF (15 mL) were added zinc cyanide (336 mg) and tetrakis(triphenylphosphine)palladium(0) (367 mg), and the mixture was stirred under an argon atmosphere at 100° C. for 5.5 hr. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound as a colorless solid (yield: 1.21 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834051B2
Source datasetuspto-grants-2010_11
ORD IDord-7efea1b5bb2a4c14a9afe7a6e11d33da
Source noteuspto-grants-2010_11