Thionyl Chloride → 4-(1-Chloroethyl)-3-fluoro-pyridine
반응식
[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]참가 물질
5
반응 조건
- 온도
- 80 °C
실험 절차
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.
후처리
- 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)
출처 및 근거
- ORD 기록
- ord-e1eca158726246368a3227984f013933
- 출처 데이터셋
- uspto-grants-2011_06
- 특허 번호
- US07960395B2
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