HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → Methyl 1-(4-nitro-1H-pyrazol-1-YL)cyclopropane-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 4-nitro-1H-pyrazole | HCID 16376 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Methyl 2,4-dibromobutanoate | HCID 296716 | — |
| Lösungsmittel | Dimethylacetamide | HCID 31374 | — |
| Produkt | Methyl 1-(4-nitro-1H-pyrazol-1-YL)cyclopropane-1-carboxylate | HCID 117839997 | 60,7% |
Reaktionsschritte
To a solution of 4-nitro-1H-pyrazole (3.0 g) in N,N-dimethylacetamide (30 mL) was added sodium hydride (60% in mineral oil, 1.2 g) in an ice bath, and the mixture was stirred at the same temperature for 30 min. To the reaction mixture was added methyl 2,4-dibromobutanoate (6.9 g) in an ice bath, and the mixture was stirred at room temperature for 10 hr. The reaction mixture was poured into water, and the reaction mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (3.4 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09187453B2 |
| Quelldatensatz | uspto-grants-2015_11 |
| ORD ID | ord-ad62ac64d86040748441e1cc9b288647 |
| Quellennotiz | uspto-grants-2015_11 |