반응 #1789

반응 방정식

2,4-dimethyl-3-chloromethylpyridine

m-chloroperbenzoic acid

→

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

용매

CHCl3

반응 조건

후처리

1. 1
   추출The solution was extracted twice with saturated aqueous sodium bicarbonate (500 mL)
2. 2
   건조The organic phase was dried with MgSO4
3. 3
   여과filtered
4. 4
   기타the solvent removed under reduced pressure
5. 5
   기타The residue was chromatographed on silica gel
6. 6
   세척MeOH and eluted with same
7. 7
   기타the solvent was removed under reduced pressure the

실험 절차

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.

출처