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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1718897Generated: November 1, 2026

Cyclohexene oxide → HCID 57460871, compound

https://huagongshe.com/reaction/1718897

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 numberUS07803940B2
Source datasetuspto-grants-2010_09
ORD IDord-b1d313a008294cdb8ce8e25737f9d7b7
Source noteuspto-grants-2010_09