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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390892Generated: October 29, 2026

Cesium carbonate → HCID 15555103, compound

https://huagongshe.com/reaction/2390892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,4-DioxaneHCID 31275—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
ReactantHCID 131729969HCID 131729969—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 15555103HCID 1555510367%

Reaction Conditions

Temperature100 °C

Reaction Steps

To the mixture of sodium (((3-bromo-2-naphthyl)methoxy)methyl)trifluoroborate (30 mg, 0.088 mmol) synthesized in Example 6 and 1,4-dioxane (1.0 ml), water (0.15 ml), cesium carbonate (86 mg, 0.26 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (7.2 mg, 0.018 mmol), palladium(II) acetate (2.0 mg, 0.009 mmol) were added at room temperature, and the obtained reaction mixture was then stirred at 100° C. (an outer temperature) for 16 hours. The reaction mixture was cooled to room temperature, and then water and dichloromethane were added thereto, followed by filtration with Celite. The organic layer of the filtrate was separated and washed with saturated saline. The solvents were evaporated under reduced pressure from the organic layer, and then the obtained residue was purified with silica gel column chromatography (hexane:ethyl acetate=10:1), thereby obtaining the entitled compound (10 mg, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273885B2
Source datasetuspto-grants-2012_09
ORD IDord-2a105c7927bc46ff9ee7cfc72f8567a2
Source noteuspto-grants-2012_09