Réaction #94744

Équation de réaction

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

Solvants

cyclohexane

Conditions de réaction

Traitement

1. 1
   Autreflask equipped with a Dean Stark trap
2. 2
   Températureto reflux overnight
3. 3
   Concentrationconcentrated in vacuo
4. 4
   workup.ADDITIONDil NaHCO3 solution was added to the residue
5. 5
   Extractionextracted with ethyl acetate
6. 6
   Séchagedried over anh. MgSO4
7. 7
   Filtrationfiltered
8. 8
   Concentrationconcentrated under reduced pressure

Mode opératoire

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.

Source