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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1247708Generated: October 28, 2026

4-Chloroanisole → 4-Methoxybiphenyl

https://huagongshe.com/reaction/1247708

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChloroanisoleHCID 12167—
ReactantPhenylboronic AcidHCID 66827—
CatalystDi-tert-butyl(1-methyl-2,2-diphenylcyclopropyl)phosphaneHCID 21909131—
SolventTolueneHCID 1140—
Product4-MethoxybiphenylHCID 1194390.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

Under a nitrogen atmosphere, 4-chloroanisole (0.30 g, 2.1 mmol), phenylboronic acid (0.37 g, 3.0 mmol), potassium phosphate n-hydrate (0.85 g), (π-allyl)palladium chloride (3.7 mg, 0.01 mmol), 2,2-diphenyl-1-(di-tert-butylphosphino)-1-methylcyclopropane (14.1 mg, 0.04 mmol) obtained in Example 4 and toluene (4 ml) were placed in a reaction flask and stirred for 3 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 (0.35 g, 90%) as white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07129367B2
Source datasetuspto-grants-2006_10
ORD IDord-974d4a1b93cd4b85bbb97532d99b418f
Source noteuspto-grants-2006_10