Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1674222Generated: November 1, 2026

6-Oxabicyclo[3.1.0]hexane → HCID 57460866, compound

https://huagongshe.com/reaction/1674222

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Oxabicyclo[3.1.0]hexaneHCID 9244—
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 57460866HCID 5746086650.2%

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 (0.99 g) in N,N-dimethylacetamide (10 mL) were added 6-oxabicyclo[3.1.0]hexane (0.56 g) and cesium carbonate (1.4 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 and the residue was purified by silica gel chromatography to give the title compound (0.59 g, 50%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998968B2
Source datasetuspto-grants-2011_08
ORD IDord-47400b7d732443ca9c40a2c40c94d0e5
Source noteuspto-grants-2011_08