Reacción #2439922

ord-48756218859d420c8c7f981e992be89c

Ecuación de reacción

Cc1cccc(-c2ccccc2)[n+]1[O-]
2-phenyl-6-methyl-pyridine-N-oxide
CC(=O)OC(C)=O
Ac2O
CC(=O)OCc1cccc(-c2ccccc2)n1
2-phenyl-6-(acetoxymethyl)-pyridine
Rendimiento 70.0%

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE041425E1uspto-grants-2010_07