Reaktion #4454
ord-2cbd4d49833e4296861b4aa4a8ba079b
Reaktionsgleichung
pyridinium hydrobromide
hydrobromic acid
3-methoxy-4-acetylpyridine
→
α-bromo-3-methoxy-4-acetylpyridine hydrobromide
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1TemperaturThe mixture was cooled to 17° C.
- 2SonstigeThe cooling bath was removed and after about thirty minutes a yellow solid
- 3workup.ADDITIONEther (25 mL) was added
- 4Filtrationthe crude α-bromo-3-methoxy-4-acetylpyridine hydrobromide (1.60 g) was collected by filtration
- 5Waschenwashed with ether and air
- 6Sonstigedried
Vorschrift
A solution of pyridinium hydrobromide perbromide (2.33 g, 0.0073 mol) in acetic acid (20 mL) containing 31% hydrobromic acid in acetic acid (1.85 mL) was stirred at room temperature for four hours. The mixture was cooled to 17° C. and a solution of 3-methoxy-4-acetylpyridine (1.02 g, 0.0062 mol) in acetic acid (5 mL) was added. The cooling bath was removed and after about thirty minutes a yellow solid was deposited. Ether (25 mL) was added and the crude α-bromo-3-methoxy-4-acetylpyridine hydrobromide (1.60 g) was collected by filtration washed with ether and air dried.