HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Oxabicyclo[3.1.0]hexane → HCID 57460866, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Oxabicyclo[3.1.0]hexane | HCID 9244 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4'-{[2-Ethyl-1-(4-hydroxyphenyl)-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrile | HCID 57460841 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 57460866 | HCID 57460866 | 50.2% |
Reaction Conditions
| Temperature | 120 °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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07803940B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-c649695859494912b023d46cccb361be |
| Source note | uspto-grants-2010_09 |