化工社化工社 化学情報印刷レポート · 研究参考用
Methyl iodide → Methyl 1,4-dimethyl-1H-pyrazole-5-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl iodide | HCID 6328 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | Methyl 4-methyl-1H-pyrazole-3-carboxylate | HCID 3467807 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Methyl 1,4-dimethyl-1H-pyrazole-5-carboxylate | HCID 20718564 | 31.3% |
反応手順
Methyl 4-methyl-1H-pyrazole-5-carboxylate (0.5 g) and cesium carbonate (1.16 g) were dissolved in acetonitrile (10 ml). Methyl iodide (0.25 ml) was added and the mixture stirred at RT for 16 h. The reaction mixture was diluted with water (20 ml) and DCM (20 ml) and separated using a hydrophobic frit. The aqueous layer was extracted with DCM (2×20 ml) using a hydrophobic frit. The solvent was removed in vacuo and the residue was purified by flash chromatography eluting with a gradient of 0-100% ethyl acetate in cyclohexane to give the title compound (0.172 g) as a colourless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08658635B2 |
| 出典データセット | uspto-grants-2014_02 |
| ORD ID | ord-366bb9393deb4a7ebef3a57a10006196 |
| 出典メモ | uspto-grants-2014_02 |