Toluene → 4-Bromo-3,5-dimethylpyridine
反応式
[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][N+:5]([O-])=[CH:4][C:3]=1[CH3:10].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(C)C=CC=CC=1>C(OCC)(=O)C>[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][N:5]=[CH:4][C:3]=1[CH3:10]参加物
5
反応条件
- 温度
- 180 °C
実験手順
To a microwave tube was added 4-bromo-3,5-dimethylpyridine 1-oxide (2.00 g, 9.90 mmol), triphenylphosphine (3.12 g, 11.9 mmol) and toluene (10 mL). The tube was sealed and heated at 180° C. overnight. The reaction solution was diluted with ethyl acetate, and filtered. The filtrate was concentrated and purified by flash chromatography (10% to 40% ethyl acetate in hexanes) to afford the desired product as a yellow oil (700 mg, 38%). 1H NMR (400 MHz, CDCl3): δ 8.22 (s, 2 H), 2.38 (s, 6 H); LCMS calculated for C7H9BrN(M+H)+: m/z=186.0.
後処理
- customThe tube was sealed
- filtrationfiltered
- concentrationThe filtrate was concentrated
- custompurified by flash chromatography (10% to 40% ethyl acetate in hexanes)
出典と根拠
- ORDレコード
- ord-cf7958424b63469085f6a1986694f0c3
- 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…