Hydrogen Bromide → 4-Bromo-2,3-dimethylpyridine 1-oxide
反応式
[CH3:1][C:2]1[C:7]([CH3:8])=[C:6]([N+]([O-])=O)[CH:5]=[CH:4][N+:3]=1[O-:12].[BrH:13]>>[Br:13][C:6]1[CH:5]=[CH:4][N+:3]([O-:12])=[C:2]([CH3:1])[C:7]=1[CH3:8]参加物
3
反応条件
- 温度
- 100 °C
実験手順
A mixture of 2,3-dimethyl-4-nitropyridine N-oxide (5 g, 29.7 mmol) and hydrogen bromide (30% wt in acetic acid, 100 mL) was heated for 48 hours at 100° C. The mixture was then filtered, washing through with 2M sodium hydroxide and the filtrate was extracted with dichloromethane (×3). The combined organic solutions were washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography on silica gel, eluting with ethyl acetate:pentane, 50:50, to afford the title product as a pale yellow solid.
後処理
- filtrationThe mixture was then filtered
- washwashing through with 2M sodium hydroxide
- extractionthe filtrate was extracted with dichloromethane (×3)
- washThe combined organic solutions were washed with brine
- dry with materialdried over sodium sulfate
- concentrationconcentrated in vacuo
- customThe residue was purified by column chromatography on silica gel
- washeluting with ethyl acetate
出典と根拠
- ORDレコード
- ord-d418d361687d4d1393b167dbf84b659b
- 出典データセット
- uspto-grants-2011_01
- 特許番号
- US07875615B2
反応ノート
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