Reaction #4795

Reaction equation

2,3-dimethyl-4-nitropyridine-1-oxide

n-propanol

potassium carbonate

→

2,3-dimethyl-4-propoxypyridine-1-oxide

Conditions

Workup

1. 1
   Filtrationfollowed by filtration with celite
2. 2
   ConcentrationThe filtrate was concentrated
3. 3
   Otherthe residue was chromatographed on a column of silica-gel (50 g), which
4. 4
   Washwas eluted with 5% methanol

Procedure

In n-propanol (42 ml) was dissolved 2,3-dimethyl-4-nitropyridine-1-oxide (841 mg). To the solution was added anhydrous potassium carbonate (2.1 g), and the mixture was stirred at 80° C. for 22 hours, followed by filtration with celite. The filtrate was concentrated, and the residue was chromatographed on a column of silica-gel (50 g), which was eluted with 5% methanol.chloroform to yield 2,3-dimethyl-4-propoxypyridine-1-oxide (360 mg) as an oily substance.

Source