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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161717Generated: October 30, 2026

Water → 4-Fluorobenzonitrile

https://huagongshe.com/reaction/1161717

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium IodideHCID 5238—
Reactant4-FluorobenzaldehydeHCID 68023—
ReactantHydroxyamine hydrochlorideHCID 443297—
SolventAcetonitrileHCID 6342—
Product4-FluorobenzonitrileHCID 1451777.4%

Reaction Conditions

Temperature30 °C

Reaction Steps

To a solution of 4-fluoro benzaldehyde (8 g, 64 mmol) in acetonitrile (100 mL) was added NH2OH.HCl (5.78 g, 83 mmol) and NaI (4.8 g, 32 mmol) with stirring. The mixture was then stirred for 7 hours at refluxing temperature, cooled at the temperature in the range of 20-40° C., poured into water (200 mL) and extracted with EtOAc (2×250 mL). The organic layers were collected, combined, washed with brine solution, dried over anhydrous Na2SO4 and concentrated under vacuum to give the 4-fluoro-benzonitrile (6.0 g, 76% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820654B2
Source datasetuspto-grants-2010_10
ORD IDord-44807a809d9c46ffa89811d308fd54f5
Source noteuspto-grants-2010_10