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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093382Generated: October 31, 2026

Acetonitrile → HCID 59407505, compound

https://huagongshe.com/reaction/1093382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantCesium carbonateHCID 10796—
ReactantTetrahydro-2-(2-propynyloxy)-2H-pyranHCID 98609—
Reactant5-Bromo-2-fluorotolueneHCID 123527—
CatalystBis(acetonitrile)dichloropalladiumHCID 6093782—
Catalyst2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
SolventWaterHCID 962—
ProductHCID 59407505HCID 59407505—

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 5-bromo-2-fluorotoluene (10.0 g), cesium carbonate (45.0 g), 2-(2-propynyloxy)tetrahydropyran (11.2 ml), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (1.51 g), bis(acetonitrile)palladium(II) dichloride (274 mg) and acetonitrile (300 ml) was stirred at 85° C. for 10 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=98:2-90:10) to give the object product (8.08 g) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129361B2
Source datasetuspto-grants-2012_03
ORD IDord-fd9c26909b7c45f0bcee533c8fd599bd
Source noteuspto-grants-2012_03