Reaktion #1436

Reaktionsgleichung

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

Lösungsmittel

methyl alcohol

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle