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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080070Generated: November 1, 2026

Water → 5-(4-Fluorophenoxy)thiophene-2-carbonitrile

https://huagongshe.com/reaction/2080070

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-FluorophenolHCID 9732—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Nitrothiophene-2-carbonitrileHCID 519294—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Product5-(4-Fluorophenoxy)thiophene-2-carbonitrileHCID 23130562129.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

5-Nitrothiophene-2-carbonitrile (2.0 g, 13 mmol), 4-fluorophenol (2.9 g, 26 mmol) and potassium carbonate (5.4 g, 39 mmol) were suspended in dimethylsulfoxide (30 mL), and the mixture was stirred for 30 minutes at 60° C. Water and ethyl acetate were added to the reaction mixture, which was then separated, the organic layer was washed with water twice, then, NH silica gel was added to the organic layer, the solvent was evaporated in vacuo for adsorption, purification was carried out by NH silica gel column chromatography (hexane:ethyl acetate=20:1), and the title compound (3.7 g, containing 4-fluorophenol) was obtained as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932272B2
Source datasetuspto-grants-2011_04
ORD IDord-2ecc6ab6c82148ba96d5a4a050bc1d57
Source noteuspto-grants-2011_04