Reacción #323587

Ecuación de reacción

Aluminum isopropoxide

2-(1,3-dioxo-2-azaindane-2-yl)-4-methyl-1-phenylpentane-1-one

→

intended compound

Rendimiento 40.3%

(1RS,2RS)-2-(1,3-dioxo-2-azaindane-2-yl)-4-methyl-1-phenylpentane-1-ol

Rendimiento 40.3%

Disolventes

isopropanol

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was heated
2. 2
   Temperaturaunder reflux for 6.5 hours
3. 3
   OtroThe isopropanol was removed by distillation under reduced pressure
4. 4
   workup.ADDITIONthe residue was added with ethyl acetate (800 ml) and further with an aqueous solution of sodium sulfate
5. 5
   OtroThe resulting organic layer was decanted
6. 6
   Lavadothe residue was washed twice with ethyl acetate (200 ml)
7. 7
   LavadoThe combined organic layer was washed with brine
8. 8
   OtroThe organic solution was dried
9. 9
   Otrothe solvent was removed by distillation under reduced pressure
10. 10
    OtroThe residue was recrystallized twice from benzene

Procedimiento

Aluminum isopropoxide (125.6 g, 615 mmcl) was added to a suspension of 2-(1,3-dioxo-2-azaindane-2-yl)-4-methyl-1-phenylpentane-1-one (72.3 g, 225 mmcl) in isopropanol (1,000 ml). The mixture was heated under reflux for 6.5 hours. The isopropanol was removed by distillation under reduced pressure and the residue was added with ethyl acetate (800 ml) and further with an aqueous solution of sodium sulfate. The resulting organic layer was decanted and the residue was washed twice with ethyl acetate (200 ml). The combined organic layer was washed with brine. The organic solution was dried and the solvent was removed by distillation under reduced pressure. The residue was recrystallized twice from benzene to obtain 29.3 g of the intended compound as white crystals (yield: 40%).

Fuente