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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930858Generated: November 3, 2026

Sodium Chloride → 2-Bromo-1-(2,4-difluorophenoxy)-4-nitrobenzene

https://huagongshe.com/reaction/930858

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantCesium carbonateHCID 10796—
Reactant2-Bromo-1-fluoro-4-nitrobenzeneHCID 69699—
Reactant2,4-DifluorophenolHCID 123051—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product2-Bromo-1-(2,4-difluorophenoxy)-4-nitrobenzeneHCID 86704923100.2%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 2-bromo-1-fluoro-4-nitrobenzene (15 g, 68 mmol), 2,4-difluorophenol (7.82 ml, 82 mmol), and cesium carbonate (26.7 g, 82 mmol) in dimethylsulfoxide (75 mL) was heated to 110° C. for 1 hour. The reaction mixture was cooled to ambient temperature and water (1000 mL) and saturated aqueous sodium chloride (1000 mL) were added. The mixture was extracted with ethyl acetate (3×200 mL). The combined organics were washed with saturated aqueous sodium chloride, dried (anhydrous magnesium sulfate), filtered, and concentrated under reduced pressure to provide the title compound (22.5 g, quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296741B2
Source datasetuspto-grants-2016_03
ORD IDord-79fd50099c3143bd8a393ca065c1eeaf
Source noteuspto-grants-2016_03