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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 380994Generated: November 1, 2026

Potassium Carbonate → HCID 21893501, compound

https://huagongshe.com/reaction/380994

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantHCID 9860843HCID 9860843—
CatalystHCID 178418476HCID 178418476—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
SolventEthyl AcetateHCID 8857—
ProductHCID 21893501HCID 2189350112.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a degassed solution of 1.5 g (5.1 mmol) of material from Example 1, 1.1 g (7.7 mmol) of potassium carbonate and 1.1 g (7.7 mmol) of 4-fluorobenzeneboronic acid in 30 mL of toluene was added 0.2 g (0.3 mmol) of dichlorobis(triphenylphoshine)palladium (II). The mixture was heated to 100° C. for 16 hours and cooled to ambient temperature. The mixture was diluted with 20 mL of ethyl acetate, filtered through diatomaceous earth and concentrated in vacuo. Chromatography (50 g of silica gel, 30% ethyl acetate/hexane) of the residue afforded a white solid which was suspended in ethyl ether, filtered and recrystallized from chlorobutane to afford 0.2 g (12%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06303816B1
Source datasetuspto-grants-2001_10
ORD IDord-938123e281e548619d24af0c30b9e9da
Source noteuspto-grants-2001_10