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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093479Generated: November 1, 2026

Cesium carbonate → HCID 59407565, compound

https://huagongshe.com/reaction/1093479

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantTetrahydro-2-(2-propynyloxy)-2H-pyranHCID 98609—
Reactant4-Bromo-2-methylthiopheneHCID 638584—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
CatalystBis(acetonitrile)dichloropalladiumHCID 6093782—
SolventAcetonitrileHCID 6342—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 59407565HCID 59407565—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 4-bromo-2-methylthiophene(5.00 g), cesium carbonate (23.9 g), 2-(2-propynyloxy)tetrahydropyran (5.96 ml), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (806 mg), bis(acetonitrile)palladium(II) dichloride (147 mg) and acetonitrile (90 ml) was stirred at 90° C. for 11 hr. The reaction mixture was added to brine, 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=99:1-80:20) to give the object product (1.48 g) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129361B2
Source datasetuspto-grants-2012_03
ORD IDord-1264553a953e4cdba3ce59fb687e5b0b
Source noteuspto-grants-2012_03