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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167728Generated: October 31, 2026

Water → 1-Bromo-3-(difluoromethoxy)-5-fluorobenzene

https://huagongshe.com/reaction/2167728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium chlorodifluoroacetateHCID 2734985—
Reactant3-Bromo-5-fluorophenolHCID 21904636—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1-Bromo-3-(difluoromethoxy)-5-fluorobenzeneHCID 21904622—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 3-bromo-5-fluorophenol (0.5 g, 2.6 mmol) in DMF (4.5 mL) was added K2CO3 (0.9 g, 6.54 mmol) and stirred at 25° C. for 10 min. Water (0.5 mL) was added to the above mixture followed by addition of 2-Chloro-2,2-difluoroacetic acid sodium salt (0.6 g, 3.93 mmol) and stirring was continued at 100° C. for 3 h. The reaction mixture was cooled to 25° C. and diluted with ethyl acetate, washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the crude, which was purified by column chromatography (using silica gel and 2% ethyl acetate in Hexane as eluent) to afford the desired compound (Int-45). 1H NMR (400 MHz, CDCl3) δ ppm 7.2-6.9 (2H, m), 6.8-6.7 (1H, d), 6.7-6.2 (1H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045478B2
Source datasetuspto-grants-2015_06
ORD IDord-91e4750ba93749b6b569e2cd4369146d
Source noteuspto-grants-2015_06