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Water → Methyl 1-(4-nitro-1H-pyrazol-1-YL)cyclopropane-1-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | 4-nitro-1H-pyrazole | HCID 16376 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Methyl 2,4-dibromobutanoate | HCID 296716 | — |
| 溶媒 | Dimethylacetamide | HCID 31374 | — |
| 生成物 | Methyl 1-(4-nitro-1H-pyrazol-1-YL)cyclopropane-1-carboxylate | HCID 117839997 | 60.7% |
反応手順
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).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09187453B2 |
| 出典データセット | uspto-grants-2015_11 |
| ORD ID | ord-ad62ac64d86040748441e1cc9b288647 |
| 出典メモ | uspto-grants-2015_11 |