Reacción #1436

Ecuación de reacción

1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro1H-1-benzazepin-5-one

dimethylformamide

→

1-(4-aminobenzoyl)-2,3,4,5-tetrahydro1H-1-benzazepin-5-one

Disolventes

methyl alcohol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added to the resulting solution
2. 2
   OtroAfter completion of the hydrogen absorption
3. 3
   Filtraciónthe reaction solution was filtered
4. 4
   Concentraciónconcentrated
5. 5
   workup.DISSOLUTIONThe thus obtained residue was dissolved in dichloromethane
6. 6
   Lavadowashed with a saturated sodium bicarbonate aqueous solution
7. 7
   SecadoThe resulting dichloromethane layer was dried over anhydrous magnesium sulfate
8. 8
   Concentraciónconcentrated under a reduced pressure
9. 9
   OtroThe thus obtained residue was recrystallized from methyl alcohol

Procedimiento

A 19.2 g portion of 1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro1H-1-benzazepin-5-one was dissolved in a mixed solvent consisting of 200 ml of dimethylformamide and 100 ml of methyl alcohol, and 3 ml of Raney nickel was added to the resulting solution to carry out hydrogenation at normal pressure. After completion of the hydrogen absorption, the reaction solution was filtered and concentrated. The thus obtained residue was dissolved in dichloromethane and then washed with a saturated sodium bicarbonate aqueous solution. The resulting dichloromethane layer was dried over anhydrous magnesium sulfate and then concentrated under a reduced pressure. The thus obtained residue was recrystallized from methyl alcohol to obtain 15.5 g of 1-(4-aminobenzoyl)-2,3,4,5-tetrahydro1H-1-benzazepin-5-one.

Fuente