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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2103133Generated: October 30, 2026

Potassium Carbonate → HCID 22475204, compound

https://huagongshe.com/reaction/2103133

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-2-fluoro-1-iodobenzeneHCID 2724516—
Reactant4-Bromo-2-fluorobenzeneboronic acidHCID 2773333—
ReactantHCID 178418416HCID 178418416—
CatalystHCID 178418397HCID 178418397—
SolventAnisoleHCID 7519—
SolventToluene waterHCID 22272177—
ProductHCID 22475204HCID 2247520447.1%

Reaction Steps

Tetrakis(triphenylphosphine)palladium (0.15 g, 0.13 mmol) was dissolved in anisole (15 mL). 1-Bromo-3-fluoro-4-iodobenzene (2.0 g, 6.6 mmol), 4-bromo-2-fluorobenzeneboronic acid (1.45 g, 6.6 mmol) and potassium carbonate (2.7 g, 19.9 mmol) together with another 15 mL anisole were added. The above mixture was stirred for 16 h at 80° C. under 10 bar carbon monoxide pressure. The reaction mixture was allowed to cool, added to a toluene/water mixture (120 mL, 1:1) the phases were separated and the water phase was extracted twice with toluene. Organic phases were pooled, washed with brine and the solvent was evaporated. Crystallization from hexane afforded the title compound as white crystals (1.17 g, 47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576088B2
Source datasetuspto-grants-2009_08
ORD IDord-836f4adff1214b8894dd6c8ef1615b4b
Source noteuspto-grants-2009_08