1,4-Dioxane → 7-(2-Hydroxyethyl)quinoline-2-carbaldehyde
반응식
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([CH2:12][CH2:13][OH:14])=[CH:7][CH:8]=2)[N:3]=1.[O:15]1CCOCC1>O>[OH:14][CH2:13][CH2:12][C:6]1[CH:5]=[C:4]2[C:9]([CH:10]=[CH:11][C:2]([CH:1]=[O:15])=[N:3]2)=[CH:8][CH:7]=1참가 물질
4
실험 절차
2-(2-methylquinolin-7-yl)ethanol (0.220 g, 1.17 mmol) was dissolved in dioxane (5 mL) and water (0.05 mL). The reaction was treated with SeO2 (0.156 g, 1.41 mmol) and the mixture was heated to reflux for 2 hours. After cooling to ambient temperature, the solid was removed by filtration and washed with DCM. The filtrate was concentrated and the residue was purified by flash chromatography on silica gel (ethyl acetate/hexanes 5:1) to give 7-(2-hydroxyethyl)quinoline-2-carbaldehyde (0.21 g, 1.04 mmol, 89% yield) as a solid.
후처리
- temperaturethe mixture was heated
- temperatureto reflux for 2 hours
- customthe solid was removed by filtration
- washwashed with DCM
- concentrationThe filtrate was concentrated
- customthe residue was purified by flash chromatography on silica gel (ethyl acetate/hexanes 5:1)
출처 및 근거
- ORD 기록
- ord-fa410f2bf75e4e12b55027bda56be480
- 출처 데이터셋
- uspto-grants-2014_11
- 특허 번호
- US08889704B2
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