3,5-Dimethylpyridin-1-ium-1-olate → 4-Bromo-3,5-dimethylpyridin-1-ium-1-olate
反応式
[CH3:1][C:2]1[CH:3]=[N+:4]([O-:9])[CH:5]=[C:6]([CH3:8])[CH:7]=1.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Tl+3].[Br:23]Br>C(O)(=O)C>[Br:23][C:7]1[C:6]([CH3:8])=[CH:5][N+:4]([O-:9])=[CH:3][C:2]=1[CH3:1]参加物
5
反応条件
- 温度
- 60 °C
実験手順
To a solution of 3,5-dimethylpyridine 1-oxide (6.1 g, 50 mmol) in acetic acid (30 mL) was added thallium(III) triacetate (5.0 g, 13 mmol) and bromine (2.6 mL, 50 mmol). The resulting solution was heated at 60° C. overnight. The reaction was concentrated in vacuo, diluted with water and ethyl acetate. The organic layer was concentrated and residue was purified by silica gel chromatography to afford the desired product (5.40 g, 54%). 1H NMR (400 MHz, CDCl3): δ 7.96 (s, 2 H), 2.38 (s, 6 H).
後処理
- concentrationThe reaction was concentrated in vacuo
- additiondiluted with water and ethyl acetate
- concentrationThe organic layer was concentrated
- customresidue was purified by silica gel chromatography
出典と根拠
- ORDレコード
- ord-c59f126bcb7d477aa23bf78153c778de
- 出典データセット
- uspto-grants-2014_09
- 特許番号
- US08835423B2
反応ノート
読み込み中…