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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093379Generated: October 31, 2026

Cesium carbonate → HCID 59407851, compound

https://huagongshe.com/reaction/1093379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantTetrahydro-2-(2-propynyloxy)-2H-pyranHCID 98609—
Reactant4-Bromo-1-methoxy-2-methylbenzeneHCID 608315—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
CatalystBis(acetonitrile)dichloropalladiumHCID 6093782—
SolventAcetonitrileHCID 6342—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 59407851HCID 59407851—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-bromo-2-methylanisole (3.02 g), cesium carbonate (12.7 g), 2-(2-propynyloxy)tetrahydropyran (3.16 ml), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (429 mg), bis(acetonitrile)palladium(II) dichloride (77.8 mg) and acetonitrile (100 ml) was stirred at 80° C. for 5 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=100:0-90:10) to give the object product (1.76 g) as a pale-brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129361B2
Source datasetuspto-grants-2012_03
ORD IDord-2444411ee20843a59a360217eaba9d13
Source noteuspto-grants-2012_03