Reaktion #417945

Reaktionsgleichung

5-bromo-2-ethoxy-pyridine

urea hydrogen peroxide

→

3-Bromo-6-ethoxy-2-methoxy-pyridine

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONare added
2. 2
   TemperaturAfterwards cooling
3. 3
   Sonstigeis removed
4. 4
   SonstigeThe solvent is removed in vacuo, water
5. 5
   workup.ADDITIONis added
6. 6
   Extraktionthe resulting mixture is extracted with DCM
7. 7
   Trocknenlayers are dried over MgSO4
8. 8
   Filtrationfiltered
9. 9
   Sonstigethe sovent is removed in vacuo
10. 10
    SonstigeThe crude product is purified by column chromatography (silica gel, DCM/MeOH)

Vorschrift

To 5.00 g (24.7 mmol) 5-bromo-2-ethoxy-pyridine in 50 mL DCM are added 4.66 g (49.5 mmol) urea hydrogen peroxide. Then the mixture is chilled to 0° C. before 6.88 mL (49.5 mmol) TFA anhydride are added. Afterwards cooling is removed and the resulting mixture is stirred over night while the temperature raises to r.t. The solvent is removed in vacuo, water is added and the resulting mixture is extracted with DCM. The combined org. layers are dried over MgSO4, filtered and the sovent is removed in vacuo. The crude product is purified by column chromatography (silica gel, DCM/MeOH).

Quelle