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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1041832Generated: October 31, 2026

Cesium carbonate → 2-Cyclohexyl-4-(4-hexylphenylethynyl)-1-(4-propylphenylethynyl)benzene

https://huagongshe.com/reaction/1041832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,4-DioxaneHCID 31275—
Reactant1-Ethynyl-4-propylbenzeneHCID 2775133—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactant4-Chloro-2-cyclohexyl-1-p-tolylethynylbenzeneHCID 67043365—
CatalystBis(acetonitrile)dichloropalladiumHCID 6093782—
SolventWaterHCID 962—
Product2-Cyclohexyl-4-(4-hexylphenylethynyl)-1-(4-propylphenylethynyl)benzeneHCID 123667043—

Reaction Conditions

Temperature100 °C

Reaction Steps

4.5 g (11.87 mmol) of 10, 1.7 g (11.87 mmol) of 1-n-propyl-4-ethynyl-benzene, 8.5 g (26.12 mmol) of caesium carbonate, 30 mg (0.1 mmol) of bis(acetonitrile)palladium(II) chloride and 170 mg (0.35 mmol) of 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl are dissolved in 35 ml of dioxane under nitrogen and heated at 100° C. overnight. 100 ml of water are added to the cooled solution, and the mixture is extracted twice with methyl t-butyl ether (100 ml). The combined organic phases are washed with water, dried over sodium sulfate and evaporated in vacuo. The residue is purified by column chromatography, giving the title compound 6 as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557142B2
Source datasetuspto-grants-2013_10
ORD IDord-2869e061967748fa8855941452b23efd
Source noteuspto-grants-2013_10