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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407098Generated: October 30, 2026

Cesium carbonate → HCID 59218701, compound

https://huagongshe.com/reaction/2407098

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Chloro-6-(trifluoromethyl)pyridineHCID 602334—
ReactantBis(adamantan-1-yl)(butyl)phosphaneHCID 11371790—
ReactantPotassium ethyl(trifluoro)borate(1-)HCID 23668491—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 59218701HCID 59218701—

Reaction Conditions

Temperature100 °C

Reaction Steps

2-Chloro-6-trifluoromethylpyridine (451 mg, 2.5 mmol), ethyltrifluoroborate potassium salt (374 mg, 2.75 mmol), palladium acetate (11 mg, 0.05 mmol), di(1-adamantyl)-n-butylphosphine (27 mg, 0.075 mmol), and cesium carbonate (2.4 g, 7.5 mmol) were suspended in a mixture of toluene and water (10:1, 10 mL). After flushing the vessel under a stream of nitrogen gas for 5 minutes, the reaction tube was sealed and then heated at 100° C. for 18 hours. On cooling, the mixture was partitioned between DCM (15 mL) and water (15 mL). The separated aqueous phase was extracted with DCM (2×15 mL) and the combined organic phases were passed through a phase separator and concentrated in vacuo, affording a yellow oil which was used without further purification (460 mg, crude)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809525B2
Source datasetuspto-grants-2014_08
ORD IDord-1ee8eea76a604003bab5c7db0be92038
Source noteuspto-grants-2014_08