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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1674227Generated: November 1, 2026

Cyclohexene oxide → HCID 57460871, compound

https://huagongshe.com/reaction/1674227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexene oxideHCID 9246—
ReactantCesium carbonateHCID 10796—
Reactant4'-{[2-Ethyl-1-(4-hydroxyphenyl)-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrileHCID 57460841—
SolventDimethylacetamideHCID 31374—
ProductHCID 57460871HCID 5746087162.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 4′-{[2-ethyl-1-(4-hydroxyphenyl)-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrile (1.0 g) in N,N-dimethylacetamide (20 mL) were added 7-oxabicyclo[4.1.0]heptane (0.66 g) and cesium carbonate (1.5 g), and the mixture was stirred at 120° C. for 24 hr. The mixture was allowed to cool to room temperature. The insoluble material was filtered off, diluted with ethyl acetate, washed with 1 M hydrochloric acid, saturated sodium hydrogen carbonate and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography to give the title compound (0.76 g, 62%) as a pale-yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998968B2
Source datasetuspto-grants-2011_08
ORD IDord-40a59934337348698e2d76f5c8c46a24
Source noteuspto-grants-2011_08