Reaktion #67731

Reaktionsgleichung

tert-Butyl 3-(3-methylpyridin-4-yl)benzoate

hydrogen peroxide

→

4-(3-(tert-Butoxycarbonyl)phenyl)-3-methylpyridine 1-oxide

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe layers were then separated
2. 2
   workup.ADDITIONthe organic layer was treated with sodium sulfite
3. 3
   Trocknendried over sodium sulfate
4. 4
   FiltrationThe crude product filtered
5. 5
   Sonstigeevaporated to dryness
6. 6
   Sonstigeused without further purification

Vorschrift

tert-Butyl 3-(3-methylpyridin-4-yl)benzoate (0.500 g, 1.86 mmol) was dissolved in a mixture of dichloromethane (0.800 mL) and 30% hydrogen peroxide (0.421 mL). Methyltrioxorhenium (VII) (2.3 mg, 0.92 mmol) was added and the reaction mixture was stirred vigorously for 5 hours. The layers were then separated and the organic layer was treated with sodium sulfite, and then dried over sodium sulfate. The crude product filtered, evaporated to dryness, and used without further purification. ESI-MS m/z calc. 285.1. found 286.1 (M+1)+. Retention time 1.22 minutes.

Quelle