5-Bromo-6-methoxy-2-methylquinoline → 475682-40-7
反応式
[Br:1][C:2]1[C:11]([O:12]C)=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([CH3:14])=[N:7]2>Br>[BrH:1].[Br:1][C:2]1[C:11]([OH:12])=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([CH3:14])=[N:7]2参加物
3
反応条件
- 温度
- 5 °C
実験手順
A mixture of 5-bromo-2-methyl-6-methoxyquinoline (30 g, 0.12 mol) in 48% HBr (135 mL) was heated to reflux for 7 hours then cooled to 5° C. in 1 hour to give a brown and thick slurry. The slurry was stirred at 0–5° C. for 1 hour then filtered, washed with EtOAc (2×50 mL) and dried in a vacuum oven to give 34.9 g (92%) of the title compound as a brown solid: 1H NMR (DMSO) δ 8.26 (d, J=8.7 Hz, 1H), 7.85 (d, J=9.1 Hz, 1H), 7.56 (d, J=9.1 Hz, 1H), 7.45 (d, J=8.7 Hz, 1H), 2.64 (s, 3H); 13C NMR (DMSO) δ 155.7, 152.0, 142.8, 133.3, 128.9, 126.4, 123.3, 121.2, 103.3, 24.1.
後処理
- temperaturewas heated
- temperatureto reflux for 7 hours
- customto give a brown and thick slurry
- filtrationthen filtered
- washwashed with EtOAc (2×50 mL)
- customdried in a vacuum oven
出典と根拠
- ORDレコード
- ord-14027bfabecb4648b4ba48efb6a5533b
- 出典データセット
- uspto-grants-2006_12
- 特許番号
- US07153849B2
反応ノート
読み込み中…