Реакция #1436

Уравнение реакции

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

Растворители

methyl alcohol

Условия реакции

Обработка

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

Методика

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.

Источник