HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrazole → 1-(naphthalen-1-yl)-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | 1-Iodonaphthalene | HCID 7004 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(naphthalen-1-yl)-1H-pyrazole | HCID 647305 | — |
Reaction Steps
A mixture of 1H-pyrazole (300 mg, 4.4 mmol), iodonaphthalene (1.1 g, 4.4 mmol), copper (I) iodide (126 mg, 0.66 mmol), Cs2CO3 (2.15 g, 6.6 mmol) in DMF (5 mL) was evacuated and filled with nitrogen twice. The reaction was then stirred at room temperature for 30 minutes and then at 120° C. for 2 days. The reaction mixture was then cooled to room temperature, diluted with ethyl acetate, filtered through silica gel and concentrated to give 1-(naphthalen-1-yl)-1H-pyrazole as pure solid. (800 mg, 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372807B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-bd1102cf020049879ce49d89a44449ac |
| Source note | uspto-grants-2013_02 |