Reacción #4207

ord-5ddfe65b2c3c413f8c72b9a144125d66

Ecuación de reacción

O=c1cc(CO)occ1OCc1ccccc1
2-(hydroxymethyl)-5-(phenylmethoxy)-4H-pyran-4-one
NCc1ccccc1
benzylamine
O=c1cc(CO)n(Cc2ccccc2)cc1OCc1ccccc1
2-(hydroxymethyl)-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)pyridinone

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe resulting precipitate was collected
  2. 2
    Lavadowashed thoroughly with water

Procedimiento

A solution of 2-(hydroxymethyl)-5-(phenylmethoxy)-4H-pyran-4-one (10.5 g, 45.3 mmol) in benzylamine (40 ml) and water (60 ml) was refluxed for four hours and then stirred overnight at room temperature. The resulting precipitate was collected and washed thoroughly with water to give 9.17 g (28.6 mmol) of 2-(hydroxymethyl)-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)pyridinone (melting point 146°-147° C.) upon drying. The supernatant was diluted with water to a total volume of 450 ml, and after standing for one hour at room temperature, the resulting precipitate was collected to yield 2.47 g (7.69 mmol) of additional 2-(hydroxymethyl)-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinone upon drying.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04723002uspto-grants-1988_02