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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14479Generated: October 26, 2026

Cesium carbonate → HCID 68700286, compound

https://huagongshe.com/reaction/14479

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantHCID 68700441HCID 68700441—
ReactantHCID 178420941HCID 178420941—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
ProductHCID 68700286HCID 68700286—

Reaction Steps

A mixture of allyl-[8-bromo-3-(4-chlorophenyl)-2-isopropyl-4-oxo-4H-chromen-7-yl]carbamic acid benzyl ester (0.094 g, 0.166 mmol), tetrakis(triphenylphosphine)palladium (0) (0.01 g, 0.0086 mmol, 5 mol %) and cesium carbonate (0.27 g, 0.83 mmol, 5 eq.) in acetonitrile (4 ml) and methylene chloride (1 ml) is irradiated in a microwave instrument at 100° C. for 20 min. The mixture is filtered through Celite filter aid, and the pad of Celite is washed with methylene chloride, followed by ethyl acetate. The combined filtrates are evaporated in vacuo, and the residue is purified by flash chromatography (15% ethyl acetate in cyclohexane) to afford a yellow solid. LC-MS analysis suggests, that the product is a mixture of carbon-carbon double bond isomers in a 1.7:1 ratio.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732435B2
Source datasetuspto-grants-2010_06
ORD IDord-1456953de32345ee96335a8be154cf74
Source noteuspto-grants-2010_06