Reaktion #1783

Reaktionsgleichung

2-ethyl-3-chloromethylpyridine

m-chloroperbenzoic acid

→

2-ethyl-3-chloromethylpyridine-N-oxide

Lösungsmittel

CHCl3

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe reaction was extracted twice with saturated aqueous sodium bicarbonate (100 mL)
2. 2
   TrocknenThe organic phase was dried with MgSO4
3. 3
   Filtrationfiltered
4. 4
   Sonstigethe solvent was removed under reduced pressure
5. 5
   SonstigeThe residue was chromatographed on silica gel
6. 6
   WaschenMeOH and eluted with the same
7. 7
   Sonstigethe solvent removed under reduced pressure the

Vorschrift

The 2-ethyl-3-chloromethylpyridine (2.4 g, 15.4 mmol) was dissolved in CHCl3 (100 mL) and cooled under nitrogen to 0° C. and m-chloroperbenzoic acid (55%, 4.2 g) was added in small portions. The reaction was stirred for 2 hours. The reaction was extracted twice with saturated aqueous sodium bicarbonate (100 mL). The organic phase was dried with MgSO4, filtered and the solvent was removed under reduced pressure. The residue was chromatographed on silica gel packed in 98:2 CH2Cl2 :MeOH and eluted with the same. The appropriate fractions were combined and the solvent removed under reduced pressure the give the desired 2-ethyl-3-chloromethylpyridine-N-oxide.

Quelle