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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2180457Generated: October 31, 2026

Potassium Carbonate → HCID 22491026, compound

https://huagongshe.com/reaction/2180457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
ReactantLithium ChlorideHCID 433294—
ReactantHCID 20779605HCID 20779605—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 22491026HCID 22491026—

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of trifluoro-methanesulfonic acid 6-bromo-7-methoxy-2,2-dimethyl-2H-chromen-4-yl ester (Compound 7, 2.14 g, 5.30 mmol) in 35 mL of anhydrous toluene was first degassed by bubbling with argon for 15 min. Phenylboronic acid (650 mg, 5.30 mmol), potassium carbonate (1.47 g, 10.6 mmol), lithium chloride (632 mg, 14.8 mmol), and tetrakis(triphenylphosphine)palladium(0) (270 mg, 0.53 mmol) were added. After stirring at 90° C. for 12 h, the mixture was cooled to room temperature and quenched with water. The product was extracted with ethyl acetate. The organic layer was washed with water, brine, and dried over Na2SO4. The filtered solvent was concentrated in vacuo and purified by column chromatography (silica gel, 5% ethyl acetate in hexane) to give the title compound as a foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06887896B1
Source datasetuspto-grants-2005_05
ORD IDord-d3db9d24817a4ca9860da0683e05bdbb
Source noteuspto-grants-2005_05