N-bromobutanimide → 8-Bromo-7-methoxy-6-methylquinoline
反応式
[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]=[CH:7][CH:6]=[CH:5]2.C1C(=O)N([Br:21])C(=O)C1>CN(C=O)C.CCOC(C)=O>[Br:21][C:10]1[C:11]([O:12][CH3:13])=[C:2]([CH3:1])[CH:3]=[C:4]2[C:9]=1[N:8]=[CH:7][CH:6]=[CH:5]2参加物
5
反応条件
- 温度
- 60 °C
実験手順
To a stirred solution of 6-methyl-7-methoxy-quinoline (3.0 g, 17.3 mmol) in DMF (20 ml) was added NBS (3.4 g, 19 mmol). The resulting suspension was stirred for 3 h at 60° C. and monitored by LCMS. The reaction mixture was diluted with EtOAc (100 ml) and filtered. The organic layer was washed with saturated aqueous NaHCO3 and brine, dried over Na2SO4 and then purified by flash column chromatography on silica gel to give the desired product (2.9 g, 67%). MS (ES) m/z 251.6 (M+H+).
後処理
- filtrationfiltered
- washThe organic layer was washed with saturated aqueous NaHCO3 and brine
- dry with materialdried over Na2SO4
- custompurified by flash column chromatography on silica gel
出典と根拠
- ORDレコード
- ord-1293a097435f4c13a444c7ad2bc925e1
- 出典データセット
- uspto-grants-2014_10
- 特許番号
- US08853202B2
反応ノート
読み込み中…