Reacción #736392

Ecuación de reacción

4-chloro-3-methoxy-2-methylpyridine

sodium methylate

→

3,4-dimethoxy-2-methylpyridine

Disolventes

methanol

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture, refluxed for 10 hours
2. 2
   Concentraciónconcentrated to dryness
3. 3
   workup.ADDITIONTo the residue, were added ice-water (10 ml)
4. 4
   Otrochloroform (100 ml) in this order, and the chloroform layer was separated
5. 5
   Lavadowashed with water
6. 6
   Otrodried
7. 7
   Otroevaporated
8. 8
   OtroThe residue was purified by column chromatography on silica gel

Procedimiento

To a solution of 4-chloro-3-methoxy-2-methylpyridine (3.2 g) in methanol (5 ml) was added dropwise under ice-cooling a solution of 28% sodium methylate in methanol (20 ml) and the mixture, refluxed for 10 hours, and concentrated to dryness. To the residue, were added ice-water (10 ml) and then chloroform (100 ml) in this order, and the chloroform layer was separated, washed with water, dried, and evaporated. The residue was purified by column chromatography on silica gel, to give 3,4-dimethoxy-2-methylpyridine (2.95 g) as a light brown oil.

Fuente