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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920305Generated: October 28, 2026

Water → HCID 55139361, compound

https://huagongshe.com/reaction/920305

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant3,4-DifluorophenolHCID 75927—
Reactant5-Bromo-2-fluoropyridineHCID 2783168—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
ProductHCID 55139361HCID 5513936161.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 5-bromo-2-fluoropyridine (19 g, 108 mmol) and 3,4-difluorophenol (14.05 g, 108 mmol) in dimethyl sulfoxide (DMSO) (150 mL) was added potassium carbonate (26.9 g, 194 mmol). The reaction mixture was stirred at 80° C. for 2 hr, then H2O (200 ml) and EtOAc (200 ml) were added. The organic layer was separated, and then concentrated under reduced pressure. The crude product was purified by a silica gel chromatography eluting with Hex/EtOAc (10:1) to provide 5-bromo-2-(3,4-difluorophenoxy)pyridine (19 g, 55.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273054B2
Source datasetuspto-grants-2016_03
ORD IDord-d6411121040848b4bc069a60cdb0c863
Source noteuspto-grants-2016_03