Reaktion #4650

Reaktionsgleichung

hydrogen

benzylamine

sulfuric acid

5-(2-oxo-propoxy)salicylamide

→

5-[2-(benzylamino)-propoxy]-salicylamide

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigehas been absorbed
2. 2
   FiltrationThe catalyst is filtered off
3. 3
   Filtrationthe mixture is again filtered
4. 4
   Einengenconcentrated by evaporation
5. 5
   Sonstigebehind crystallises from isopropanol
6. 6
   Sonstigerecrystallisation from isopropanol

Vorschrift

55 g of benzylamine and 1.25 g of conc. sulfuric acid are added to a solution of 104.5 g of 5-(2-oxo-propoxy)salicylamide in 1000 ml of methanol, and the mixture is hydrogenated, in the presence of 3.0 g of a Pt/C catalyst under normal conditions until 1 equivalent of hydrogen has been absorbed. The catalyst is filtered off, and the solution is then stirred up with about 10 g of pulverised calcium carbonate; the mixture is again filtered, and concentrated by evaporation. The oil remaining behind crystallises from isopropanol. Repeated recrystallisation from isopropanol yields 5-[2-(benzylamino)-propoxy]-salicylamide, m.p. 102°-104°.

Quelle