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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632735Generated: October 30, 2026

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

https://huagongshe.com/reaction/632735

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 at 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 2-bromo-1-(2,4-difluorophenoxy)-4-nitrobenzene (22.5 g, quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321765B2
Source datasetuspto-grants-2016_04
ORD IDord-9c461f1294754ebabb4b7f6a40990527
Source noteuspto-grants-2016_04