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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390893Generated: October 29, 2026

Cesium carbonate → HCID 22959423, compound

https://huagongshe.com/reaction/2390893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,4-DioxaneHCID 31275—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
ReactantHCID 131729970HCID 131729970—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 22959423HCID 229594234%

Reaction Conditions

Temperature100 °C

Reaction Steps

To the mixture of sodium (((2,4-dichlorobenzyl)oxy)methyl)trifluoroborate (50 mg, 0.18 mmol) synthesized in Example 8 and 1,4-dioxane (1.5 ml), water (0.15 ml), cesium carbonate (170 mg, 0.53 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (15 mg, 0.036 mmol), and palladium(II) acetate (4.0 mg, 0.018 mmol) were added at room temperature, and the obtained reaction mixture was then stirred at 100° C. (an outer temperature) for 8.5 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 (1.1 mg, 4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273885B2
Source datasetuspto-grants-2012_09
ORD IDord-300cd4a73cf344c5ba39d72f697a1ee6
Source noteuspto-grants-2012_09