m-Chloroperbenzoic acid → 3-Chloromethyl-2-methyl-pyridine 1-oxide
反応式
[Cl:1][CH2:2][C:3]1[C:4]([CH3:9])=[N:5][CH:6]=[CH:7][CH:8]=1.ClC1C=C(C=CC=1)C(OO)=[O:15]>C(Cl)(Cl)Cl>[Cl:1][CH2:2][C:3]1[C:4]([CH3:9])=[N+:5]([O-:15])[CH:6]=[CH:7][CH:8]=1参加物
4
実験手順
To a stirred solution of 3-chloromethyl-2-methylpyridine from Step 2 above (0.50 g; 3.5 mmol) in CHCl3 (40 mL) was added m-chloroperoxybenzoic acid (1.1 g of 55:45 mCPBA:mCBA; 3.5 mmol). After 1.5 h, TLC analysis indicated complete conversion to a lower Rf product. The solution was extracted with equal volumes of saturated aqueous NaHCO3 and water, dried (MgSO4), filtered, and evaporated under reduced pressure. The residue was purified by pressurized silica gel column chromatography using 97:3 CH2Cl2 :MeOH as eluant. 3-Chloromethyl-2-methylpyridine N-oxide was obtained as a solid (TLC: Rf =0.30 (97:3 CH2Cl2 :MeOH); FAB MS m/z 158 (M+ +H)).
後処理
- extractionThe solution was extracted with equal volumes of saturated aqueous NaHCO3 and water
- dry with materialdried (MgSO4)
- filtrationfiltered
- customevaporated under reduced pressure
- customThe residue was purified by pressurized silica gel column chromatography
出典と根拠
- ORDレコード
- ord-b8dbba8e74ff4118bc3513f530757669
- 出典データセット
- uspto-grants-1998_03
- 特許番号
- US05726172
反応ノート
読み込み中…