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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642968Generated: October 30, 2026

Water → HCID 59259711, compound

https://huagongshe.com/reaction/642968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHeptaneHCID 8900—
ReactantCesium carbonateHCID 10796—
Reactant4-ChlorobiphenylHCID 16323—
Reactant1,4-DioxaneHCID 31275—
Catalystpalladium(II) acetateHCID 167845—
ProductHCID 59259711HCID 5925971190%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 4-chlorobiphenyl (50 mg, 265 μmol) and 1,4-dioxane (2 ml) were added water (0.2 ml), cesium carbonate (259 mg, 795 μmol), potassium cyclopropylmethoxymethyl trifluoroborate (102 mg, 530 mol), palladium (II) acetate (5.95 mg, 27 μmol) and 2-dicycrohexylphospino-2′,6′-dimethoxybiphenyl (21.8 mg, 53.1 μmol). Then, the reaction mixture was stirred at 100° C. (external temperature) for 7 hours and 30 minutes. After the reaction mixture was cooled at room temperature, water and heptane were added to the mixture, followed by filtration using Celite. The separated organic layer was washed with an aqueous saturated sodium chloride solution. The organic layer was separated, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=30:1) to obtain the title compound (57 mg, 239 μmol, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696347B2
Source datasetuspto-grants-2010_04
ORD IDord-ff18346e62c74d9a87fb81ed027478bb
Source noteuspto-grants-2010_04