Reaction #2439922

Reaction equation

2-phenyl-6-methyl-pyridine-N-oxide

Ac2O

→

2-phenyl-6-(acetoxymethyl)-pyridine

Yield 70.0%

Conditions

Workup

1. 1
   Temperatureat reflux temperature for 2 hrs
2. 2
   OtherThe Ac2O was removed with the aid of an oil pump (10 mm) at 40° C.
3. 3
   Otherto yield a red oil which
4. 4
   Otherwas purified by flash chromatography over silica gel with Et2O/petroleum benzine=1/1 as the eluent

Procedure

A stirred solution of the crude 2-phenyl-6-methyl-pyridine-N-oxide (5.2 g, 28.5 mmol) in Ac2O (25 ml) was heated at reflux temperature for 2 hrs. The Ac2O was removed with the aid of an oil pump (10 mm) at 40° C. to yield a red oil which was purified by flash chromatography over silica gel with Et2O/petroleum benzine=1/1 as the eluent and yielded 2-phenyl-6-(acetoxymethyl)-pyridine (4.6 g, 70%) as an oil.

Source