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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 244331Generated: October 28, 2026

Ammonium → 3,4-Diethoxy-2-fluorobenzonitrile

https://huagongshe.com/reaction/244331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniumHCID 223—
ReactantEthyl AcetateHCID 8857—
Reactant1-Bromo-3,4-diethoxy-2-fluorobenzeneHCID 23093708—
ReactantHCID 178418546HCID 178418546—
SolventDimethylformamideHCID 6228—
Product3,4-Diethoxy-2-fluorobenzonitrileHCID 2309371794.3%

Reaction Conditions

Temperature155 °C

Reaction Steps

To a solution of 1-bromo-3,4-diethoxy-2-fluorobenzene (12.0 g, 45.6 mmoL) in N,N-dimethylformamide (DMF) (60 mL), copper (I) cyanide (6.8 g, 68.3 mmoL) was added at room temperature and then stirred at 155° C. for 3 hours. After ice cooling the reaction solution, ethyl acetate and 28% aqueous ammonium were added thereto to separate the organic layer. This organic layer was washed with water and saturated saline and dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated. The residue was purified by silica gel column chromatography (n-hexane, ethyl acetate) to give 9.0 g of the captioned compound (yield: 94.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658620B2
Source datasetuspto-grants-2014_02
ORD IDord-003d9528fd9c4406a0f00237c8a9d5b2
Source noteuspto-grants-2014_02