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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238950Generated: October 30, 2026

Water → 2-(Difluoromethoxy)-4-fluoro-1-nitrobenzene

https://huagongshe.com/reaction/238950

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant5-Fluoro-2-nitrophenolHCID 9937—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl chlorodifluoroacetateHCID 73935—
SolventDimethylformamideHCID 6228—
Product2-(Difluoromethoxy)-4-fluoro-1-nitrobenzeneHCID 4631158875%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 5-fluoro-2-nitrophenol (3.1 g, 20 mmol) in DMF (40 mL), potassium carbonate (4.2 g, 30 mmol) and chlorodifluoroacetic acid methyl ester (3.2 mL, 30 mmol) were successively added at room temperature. Subsequently, the temperature of the mixture was raised to 100° C., and the mixture was stirred for 2 hours. The mixture was cooled to room temperature, and water (100 mL) was added to the reaction mixture, followed by extraction with diethyl ether (200 mL) once. The organic layer was successively washed with water (100 mL) and a saturated aqueous sodium chloride solution (100 mL), and after it was dried with sodium sulfate, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound (3.1 g, yield: 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642640B2
Source datasetuspto-grants-2014_02
ORD IDord-967b46609911433aadfc12495ed11469
Source noteuspto-grants-2014_02