反应详情

1-Hydroxyimino-3-methyl-2,3,4,5-tetrahydro-1H-3-benzazepin-2-one (625 g, 3.06 mol) and 3A ethanol (15.6 L), was added to an autoclave along with palladium on carbon (10%, 120 g) as a as a dilute HCl (concentrated aqueous hydrochloric acid (312 g in 320 mL water) slurry. The resulting mixture was hydrogenated at 50° C. and 250 psi (1723 kPa) with vigorous agitation until the reaction was completed (about 4 hours). The reaction mixture was filtered over a pad of celite using ethanol as solvent and the filtrate concentrated give a solid. The solid was treated with dichloromethane (6 L) and 1N aqueous sodium hydroxide solution was added until the pH to of the aqueous layer was between 11-11.5. The mixture was agitated, the layers were separated, and the aqueous layer was extracted with dichloromethane (2 L). The organic layers were dried over magnesium sulfate, filtered, and evaporated in a rotary evaporator to give the title compound 477 g (81.9%).

1. customwas hydrogenated at 50° C.
2. custom(about 4 hours)
3. filtrationThe reaction mixture was filtered over a pad of celite
4. concentrationthe filtrate concentrated
5. customgive a solid
6. additionwas added until the pH to of the aqueous layer
7. customthe layers were separated
8. extractionthe aqueous layer was extracted with dichloromethane (2 L)
9. dry with materialThe organic layers were dried over magnesium sulfate
10. filtrationfiltered
11. customevaporated in a rotary evaporator