Reacción #94744

Ecuación de reacción

1-(3',4'-dimethoxyphenyl)-7-phenyl-2-nitro-5-heptanone

p-toluenesulfonic acid

ethylene glycol

→

oil

1-(3',4'-dimethoxyphenyl)-7-phenyl-2-nitro-5-heptanone ethylene ketal

Disolventes

cyclohexane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroflask equipped with a Dean Stark trap
2. 2
   Temperaturato reflux overnight
3. 3
   Concentraciónconcentrated in vacuo
4. 4
   workup.ADDITIONDil NaHCO3 solution was added to the residue
5. 5
   Extracciónextracted with ethyl acetate
6. 6
   Secadodried over anh. MgSO4
7. 7
   Filtraciónfiltered
8. 8
   Concentraciónconcentrated under reduced pressure

Procedimiento

Into a 1 l r.b. flask equipped with a Dean Stark trap was placed 46.4 g (0.12 m) of 1-(3',4'-dimethoxyphenyl)-7-phenyl-2-nitro-5-heptanone, 1.5 g p-toluenesulfonic acid, 50 mL of ethylene glycol and 300 mL of cyclohexane. The mixture was allowed to reflux overnight, then concentrated in vacuo. Dil NaHCO3 solution was added to the residue and extracted with ethyl acetate. The organic layer was backwashed with water, dried over anh. MgSO4, filtered and concentrated under reduced pressure to give 45.3 g of an oil which solidified on drying at room temperature under vacuum.

Fuente