Reaktion #76783

Reaktionsgleichung

3-bromo-2-hydroxypyridine

iodomethane

→

title compound

Ausbeute 62.5%

3-Bromo-2-methoxypyridine

Ausbeute 62.5%

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled in an ice bath
2. 2
   Filtrationfiltered
3. 3
   WaschenThe filtrate was washed once with 2% aqueous sodium bicarbonate and twice with water
4. 4
   Trocknendried (MgSO4)
5. 5
   Sonstigethe benzene was evaporated at atmospheric pressure
6. 6
   Sonstigethe residue was purified by flash chromatography (eluting with hexane/ethyl acetate, 2:1)

Vorschrift

Under an argon atmosphere, a mixture of 3-bromo-2-hydroxypyridine (3.49 g, 20 mmol), silver carbonate (3.67 g, 13.31 mmol), and iodomethane (1.5 mL, 24.1 mmol) in benzene (30 mL) was stirred in the dark at 40° C. to 50° C. for 24 hours, cooled in an ice bath, and filtered. The filtrate was washed once with 2% aqueous sodium bicarbonate and twice with water, dried (MgSO4), the benzene was evaporated at atmospheric pressure, and the residue was purified by flash chromatography (eluting with hexane/ethyl acetate, 2:1) to obtain the title compound (2.35 g, 12.5 mmol, 62%).

Quelle