Reaktion #76489

Reaktionsgleichung

product

N-ethyl-5-bromo-8-aminotetrahydroisoquinoline

acetic anhydride

→

acetamide

Ausbeute 67.0%

N-(5-bromo-2-ethyl-1,2,3,4-tetrahydro-8-isoquinolinyl)-acetamide

Ausbeute 67.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeExcess acetic anhydride was evaporated
2. 2
   Waschenthe residue washed with ether
3. 3
   Sonstigeevaporated
4. 4
   SonstigeThe white solid was triturated with ether
5. 5
   Filtrationcollected by filtration
6. 6
   WaschenThe solid was washed with a mixture of ethyl acetate and saturated sodium bicarbonate
7. 7
   WaschenThe organic layer was washed with sodium bicarbonate and sodium chloride solutions
8. 8
   Trocknendried over MgSO4
9. 9
   Filtrationfiltered
10. 10
    Sonstigeevaporated

Vorschrift

The product from Example 27 (0.35 mmol) was cooled in an ice bath, treated with acetic anhydride (10 mL), and stirred at room temperature under nitrogen overnight. Excess acetic anhydride was evaporated, the residue washed with ether, and evaporated. The white solid was triturated with ether and collected by filtration. The solid was washed with a mixture of ethyl acetate and saturated sodium bicarbonate. The organic layer was washed with sodium bicarbonate and sodium chloride solutions, dried over MgSO4, filtered, and evaporated. The acetamide was obtained as a white solid (crystallized from ethyl acetate, 0.07 g, 67% yield).

Quelle