Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 86713807 | HCID 86713807 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86713806 | HCID 86713806 | 78% |
Reaction Steps
To a solution of 2-(2-methyl-4-nitro-pyrazol-3-yl)pent-4-en-1-ol (91 mg, 0.43) in anhydrous DMF (5 mL) was added at 0° C. sodium hydride (20 mg, 0.49 mmol, 60 mass %). After stirring at 0° C. for 15 min, allyl bromide (79, 0.64 mmol) was added slowly, stirred at 0° C. for 10 min then warm to room temperature for 2 h. The reaction was quenched with water (10 ml) and extracted with EA (3×50 ml). Combined organic layer was washed with brine (10 ml) and concentrated to dryness. The residue was purified via silica gel chromatography (0-100% EtOAc/heptane) to afford 5-[1-(allyloxymethyl)but-3-enyl]-1-methyl-4-nitro-pyrazole (84 mg, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09328106B2 |
|---|
| Source dataset | uspto-grants-2016_05 |
|---|
| ORD ID | ord-65f7cfa927ea4c38875b59ceb4cb3b44 |
|---|
| Source note | uspto-grants-2016_05 |
|---|