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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 34023Generated: October 29, 2026

Water → 3,4-Difluoro-5-formylbenzonitrile

https://huagongshe.com/reaction/34023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant5-Bromo-2,3-difluorobenzaldehydeHCID 23070182—
ReactantHCID 178418260HCID 178418260—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product3,4-Difluoro-5-formylbenzonitrileHCID 2307022842.9%

Reaction Conditions

Temperature170 °C

Reaction Steps

To a solution of 10.0 g of 5-bromo-2,3-difluorobenzaldehyde in 40.0 mL of 1-methyl-2-pyrrolidone was added 4.26 g of copper cyanide (I) at room temperature and stirred at 170° C. for 8 hours. Adding ethyl acetate and water, the solution was stirred, and insoluble substances were filtered out through celite. The organic layer of filtrate was washed successively with saturated aqueous ammonium chloride, water and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated. The crude product was purified and separated by silica gel column chromatography (ethyl acetate:n-hexane=1:20), to afford 2.64 g of the title compound as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429609B2
Source datasetuspto-grants-2008_09
ORD IDord-4c1e5206dc544587b892eaf2c3a9dbe2
Source noteuspto-grants-2008_09