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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1247707Generated: October 31, 2026

Phenylboronic Acid → 4-Methoxybiphenyl

https://huagongshe.com/reaction/1247707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylboronic AcidHCID 66827—
ReactantPotassium FluorideHCID 522689—
Reactant4-Methoxyphenyl TrifluoromethanesulfonateHCID 579337—
CatalystDi-tert-butyl(1-methyl-2,2-diphenylcyclopropyl)phosphaneHCID 21909131—
SolventTolueneHCID 1140—
Product4-MethoxybiphenylHCID 1194397.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

Under a nitrogen atmosphere, 4-trifluoromethane-sulfonyloxyanisole (0.49 g, 1.9 mmol), phenylboronic acid (0.29 g, 2.4 mmol), potassium fluoride (0.24 g, 4.2 mmol), (π-allyl)palladium chloride (3.6 mg, 0.01 mmol), 2,2-diphenyl-1-(di-tert-butylphosphino)-1-methylcyclopropane (14.0 mg, 0.04 mmol) obtained in Example 4 and toluene (4 ml) were placed in a reaction flask and stirred for 1.5 hours at 80° C. The reaction mixture was cooled, washed with water, and dried over anhydrous magnesium sulfate. Then, the solvent was removed under reduced pressure, and the concentrate was purified by column chromatography to give the title compound (0.34 g, 96%) as white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07129367B2
Source datasetuspto-grants-2006_10
ORD IDord-e3fb41bd2fad4df8a86c663d5849125d
Source noteuspto-grants-2006_10