反応 #1789

反応方程式

2,4-dimethyl-3-chloromethylpyridine

m-chloroperbenzoic acid

→

2,4-dimethyl-3-chloromethylpyridine-N-oxide

溶媒

CHCl3

反応条件

後処理

1. 1
   抽出The solution was extracted twice with saturated aqueous sodium bicarbonate (500 mL)
2. 2
   乾燥The organic phase was dried with MgSO4
3. 3
   ろ過filtered
4. 4
   その他the solvent removed under reduced pressure
5. 5
   その他The residue was chromatographed on silica gel
6. 6
   洗浄MeOH and eluted with same
7. 7
   その他the solvent was removed under reduced pressure the

実験手順

The 2,4-dimethyl-3-chloromethylpyridine (21.5 g, 138 mmol) was dissolved in CHCl3 (800 mL) and cooled under nitrogen to 0° C. and m-chloroperbenzoic acid (55%, 35 g) was added in small portions. The reaction was stirred for 4 hours. The solution was extracted twice with saturated aqueous sodium bicarbonate (500 mL). The organic phase was dried with MgSO4, filtered and the solvent removed under reduced pressure. The residue was chromatographed on silica gel packed in 98:2 CH2 Cl2 :MeOH and eluted with same. The appropriate fractions were combined and the solvent was removed under reduced pressure the give the desired 2,4-dimethyl-3-chloromethylpyridine-N-oxide.

出典