Thionyl Chloride → 4-(1-Chloroethyl)-3-fluoro-pyridine
反応式
[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[CH:8](O)[CH3:9].S(Cl)([Cl:13])=O.C(=O)(O)[O-].[Na+]>O>[Cl:13][CH:8]([C:7]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[F:1])[CH3:9]参加物
5
反応条件
- 温度
- 80 °C
実験手順
1-(3-fluoropyridin-4-yl)ethanol (0.8 g, 5.7 mmol) was treated with thionyl chloride (5 mL) and the resulting mixture was heated to 80° C. for 2 h. Water (10 mL) and sat. sodium bicarbonate (aq., 10 mL) was added. The product was extracted with DCM (three times). The combined organic extracts were washed with brine, dried over sodium sulphate and concentrated in vacuo. The crude product was purified by flash column chromatography (eluent heptane: ethyl acetate gradient) to yield 0.36 g (39% yield) of the title compound.
後処理
- extractionThe product was extracted with DCM (three times)
- washThe combined organic extracts were washed with brine
- dry with materialdried over sodium sulphate
- concentrationconcentrated in vacuo
- customThe crude product was purified by flash column chromatography (eluent heptane: ethyl acetate gradient)
出典と根拠
- ORDレコード
- ord-e1eca158726246368a3227984f013933
- 出典データセット
- uspto-grants-2011_06
- 特許番号
- US07960395B2
反応ノート
読み込み中…