HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → ethyl-5-[(2-oxocyclohexyl)oxy]-1H-pyrazole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chlorocyclohexanone | HCID 13203 | — |
| Reactant | HCID 178469373 | HCID 178469373 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | ethyl-5-[(2-oxocyclohexyl)oxy]-1H-pyrazole-3-carboxylate | HCID 178469286 | 49% |
Reaction Steps
To the stirred suspension of ethyl 5-hydroxy-1H-pyrazole-3-carboxylate (6.25 g, 40 mmol) and 22.1 g of potassium carbonate in 500 ml of acetonitrile was added 6.35 g of 2-chlorocyclohexanone, and refluxed for 16 hours. The reaction mixture was allowed to cool to room temperature, then filtered, the solid was washed with acetonitrile. The filtrate was concentrated to an oil. The residue was dissolved in ethyl acetate and extracted with water. The organic phase was dried over MgSO4 and evaporated to dryness. The product was purified by silics-gel column chromatography by eluting it with 1:1 ethyl acetaet;hexane. 4.92 g (49%) of the desired product was obtained as a white solid. M.Pt. 122-124° C.; (M+H) 253.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07691842B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-5812e41d0f594f60a22ebfbcc6bfb448 |
| Source note | uspto-grants-2010_04 |