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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406054Generated: November 4, 2026

Cesium carbonate → HCID 57704585, compound

https://huagongshe.com/reaction/2406054

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,1-Dimethylethyl N-(5-ethynyl-2,2-dimethyl-1,3-dioxan-5-yl)carbamateHCID 11514385—
ReactantHCID 57704613HCID 57704613—
CatalystBis(acetonitrile)dichloropalladiumHCID 6093782—
Catalyst2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
SolventAcetonitrileHCID 6342—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 57704585HCID 5770458583.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

Compound 35-3 (11.1 g), (2,2-dimethyl-5-ethynyl-1,3-dioxan-5-yl)carbamic acid t-butyl ester (6.28 g) synthesized by a known method (for example, Tetrahedron vol. 57 (2001) 6531-6538), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (706 mg), bis(acetonitrile)palladium(II) dichloride (128 mg) and cesium carbonate (20.8 g) in acetonitrile (150 ml) were stirred at 80° C. for 10 hr. Brine was added to the reaction mixture, the mixture was extracted with ethyl acetate, and the extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the object product (12.4 g) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809304B2
Source datasetuspto-grants-2014_08
ORD IDord-1d410bcb36d146b29fd037967a618af2
Source noteuspto-grants-2014_08