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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406045Generated: October 31, 2026

Water → HCID 57704605, compound

https://huagongshe.com/reaction/2406045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant1,1-Dimethylethyl N-(5-ethynyl-2,2-dimethyl-1,3-dioxan-5-yl)carbamateHCID 11514385—
ReactantHCID 57704617HCID 57704617—
CatalystBis(acetonitrile)dichloropalladiumHCID 6093782—
Catalyst2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
SolventAcetonitrileHCID 6342—
ProductHCID 57704605HCID 5770460579.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

Compound 30-2 (9.48 g), (2,2-dimethyl-5-ethynyl-1,3-dioxan-5-yl)carbamic acid t-butyl ester (7.34 g) synthesized by a known method (for example, Tetrahedron vol. 57 (2001) 6531-6538), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (868 mg), bis(acetonitrile)palladium(II) dichloride (157 mg) and cesium carbonate (25.6 g) in acetonitrile (200 ml) were stirred at 80° C. for 8 hr. Water 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 (11.1 g) as a pale-brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809304B2
Source datasetuspto-grants-2014_08
ORD IDord-9eb51cd5c90e40c79a423f76984d0dd4
Source noteuspto-grants-2014_08