Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093473Generated: October 30, 2026

Cesium carbonate → HCID 59407737, compound

https://huagongshe.com/reaction/1093473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantTetrahydro-2-(2-propynyloxy)-2H-pyranHCID 98609—
ReactantBenzo(b)thiophene, 3-bromo-HCID 123250—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
CatalystBis(acetonitrile)dichloropalladiumHCID 6093782—
SolventAcetonitrileHCID 6342—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 59407737HCID 59407737—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 3-bromobenzothiophene(5.00 g), cesium carbonate (20.0 g), 2-(2-propynyloxy)tetrahydropyran (4.96 ml), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (672 mg), bis(acetonitrile)palladium(II) dichloride (122 mg) and acetonitrile (100 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 (2.19 g) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129361B2
Source datasetuspto-grants-2012_03
ORD IDord-c97659c5647d4846aa764234f62104f6
Source noteuspto-grants-2012_03