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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 858600Generated: October 30, 2026

Water → 2-(4-Bromo-2-fluorophenyl)acetonitrile

https://huagongshe.com/reaction/858600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Bromo-2-fluorobenzyl bromideHCID 2733660—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-(4-Bromo-2-fluorophenyl)acetonitrileHCID 717230899%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 4-bromo-1-bromomethyl-2-fluoro-benzene (8.15 g, 30.4 mmol) dissolved in DMF (16 mL) were added sodium cyanide (2.24 g, 45.6 mmol) and water (2 mL). The reaction was stirred for one hour at 70° C. To the reaction was added 130 mL water; 120 mL saturated NaHCO3, and 100 mL EtOAc. The layers were separated, and the aqueous layer was extracted with 3×100 mL EtOAc. The combined organics were washed with 100 mL water, and then dried over Na2SO4. After filtering off the solids, the mother liquor was concentrated to the desired product by rotary evaporation (6.5 g, 99% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148226B2
Source datasetuspto-grants-2006_12
ORD IDord-88762cc16f824b839588986d046171b6
Source noteuspto-grants-2006_12