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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093483Generated: November 1, 2026

Cesium carbonate → HCID 59407636, compound

https://huagongshe.com/reaction/1093483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantTetrahydro-2-(2-propynyloxy)-2H-pyranHCID 98609—
Reactant5-Bromo-2,2-difluoro-1,3-benzodioxoleHCID 2736271—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
CatalystBis(acetonitrile)dichloropalladiumHCID 6093782—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 59407636HCID 59407636—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 5-bromo-2,2-difluoro-1,3-benzodioxole (10.0 g), cesium carbonate (35.0 g), 2-(2-propynyloxy)tetrahydropyran (8.90 ml), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (1.24 g), bis(acetonitrile)palladium(II) dichloride (219 mg) and acetonitrile (100 ml) was stirred at 90° C. for 6 hr. Water was added to the reaction mixture, 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 to give the object product (6.53 g) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129361B2
Source datasetuspto-grants-2012_03
ORD IDord-0c441cb1783647acb37ab6c617c27905
Source noteuspto-grants-2012_03