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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093415Generated: November 2, 2026

Cesium carbonate → HCID 59407634, compound

https://huagongshe.com/reaction/1093415

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantTetrahydro-2-(2-propynyloxy)-2H-pyranHCID 98609—
Reactant5-Bromo-1-indanoneHCID 520695—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
CatalystBis(acetonitrile)dichloropalladiumHCID 6093782—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 59407634HCID 59407634—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 5-bromo-1-indanone (10.0 g), cesium carbonate (40.3 g), 2-(2-propynyloxy)tetrahydropyran (10.0 ml), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (1.40 g), bis(acetonitrile)palladium(II) dichloride (246 mg) and acetonitrile (200 ml) was stirred at 90° C. for 6 hr. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate, washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1-2:1) to give the object product (7.87 g) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129361B2
Source datasetuspto-grants-2012_03
ORD IDord-1fdd617827634ebca9291a3e4002b808
Source noteuspto-grants-2012_03