Dimethyl Sulfate → 4-Methoxy-1H-quinolin-2-one
반응식
[OH:1][C:2]1[CH:11]=[C:10]([OH:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[C:13](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O>CC(C)=O>[CH3:13][O:12][C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3][C:2](=[O:1])[CH:11]=1참가 물질
5
실험 절차
To a suspension of 2,4-dihydroxy quinoline (3.00 g, 18.6 mmol) and potassium carbonate (5.14 g, 37.2 mmol) in acetone (500 mL) was added dimethyl sulfate (2.1 mL, 22 mmol) and the resulting mixture heated at reflux during 5 hrs. The solvent was removed in vacuo and the residue triturated in water. The product was collected by filtration, washed with water and triturated from methanol to give 4-methoxy 2-quinolone 187a (1.76 g, 54%) as a white solid, that had identical 1H NMR data as reported (Reisch et al., Arch. Pharm., 1980, 313, 751-755).
후처리
- temperaturethe resulting mixture heated
- temperatureat reflux during 5 hrs
- customThe solvent was removed in vacuo
- customthe residue triturated in water
- filtrationThe product was collected by filtration
- washwashed with water
- customtriturated from methanol
출처 및 근거
- ORD 기록
- ord-0d95bc6bdc2a4e28aa08f35d75e86a10
- 출처 데이터셋
- uspto-grants-2004_08
- 특허 번호
- US06774134B2
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