Reacción #658222

Ecuación de reacción

5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one

biphenyl-3-amine

→

5-(benzyloxy)-1-(biphenyl-3-yl)-2-(hydroxymethyl)pyridin-4(1H)-one

Disolventes

hydrochloric acid

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe resulting mixture was heated
2. 2
   Temperaturaunder refluxed for 16 h
3. 3
   OtroConcentration of the solvent gave a residue which
4. 4
   Otrowas purified by silica gel chromatography (EtOAc:MeOH/20:1)

Procedimiento

To a suspension of 5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one (92.9 g, 0.40 mol) in dilute aq hydrochloric acid (0.5 N, 800 mL) was added biphenyl-3-amine (74.4 g, 0.44 mol). The resulting mixture was heated under refluxed for 16 h. Concentration of the solvent gave a residue which was purified by silica gel chromatography (EtOAc:MeOH/20:1) to afford 5-(benzyloxy)-1-(biphenyl-3-yl)-2-(hydroxymethyl)pyridin-4(1H)-one as pale solid MS (ESI) (M+H)+384.

Fuente