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Water → 2,6-Dimethyl-3-(2,2,2-trifluoroethoxy)pyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 2,6-Dimethyl-3-pyridinol | HCID 70732 | — |
| 反応物 | 2,2,2-Trifluoroethyl trifluoromethanesulfonate | HCID 80366 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 2,6-Dimethyl-3-(2,2,2-trifluoroethoxy)pyridine | HCID 67290268 | 98.7% |
反応手順
To a suspension of 2,6-dimethylpyridin-3-ol (5.0 g, 41 mmol) and cesium carbonate (15 g, 47 mmol) in DMF (50 mL) was added 2,2,2-trifluoroethyl trifluoromethane-sulfonate (11 mL, 47 mmol) dropwise. The reaction mixture was stirred at room temperature for 1 hour. After being stirred at room temperature for 18 hours, the mixture was poured into H2O, and the aqueous phase was extracted with ethyl acetate (twice). The combined organic layers were dried over magnesium sulfate and concentrated in vacuo to give 8.3 g (quantitative yield) of the title compound as a brown oil:
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09101616B2 |
| 出典データセット | uspto-grants-2015_08 |
| ORD ID | ord-772556a1c68b411b84ff083a4711911e |
| 出典メモ | uspto-grants-2015_08 |