Dimethyl Sulfate → 4-Methoxy-1H-quinolin-2-one
反応式
[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]=1参加物
5
実験手順
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).
後処理
- 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
出典と根拠
- ORDレコード
- ord-104209ded20c46f88ca3f39d1dcf5ec7
- 出典データセット
- uspto-grants-2005_01
- 特許番号
- US06844342B2
反応ノート
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