Reaktion #1994248

Reaktionsgleichung

8-nitro-2-naphthylquinoline

sodium borohydride

HCl

→

crystalline solid

Ausbeute 135.5%

8-Amino-2-naphthylquinoline

Ausbeute 135.5%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGAfter stirring for 2 h
2. 2
   SonstigeThe solvent is then removed
3. 3
   Waschenthe resultant residue is washed vigorously with water
4. 4
   Sonstigerecrystallised from dioxane
5. 5
   FiltrationThe precipitate is filtered
6. 6
   Sonstigedried in vacuo

Vorschrift

12.6 g (42 mmol) of 8-nitro-2-naphthylquinoline and 1.99 g of Pd/C (10%) are suspended in 200 ml of methanol. 8.4 g (222 mmol) of sodium borohydride are added in portions with stirring at 0° C. After stirring for 2 h, the clear solution is neutralised using dilute HCl. The solvent is then removed, and the resultant residue is washed vigorously with water and recrystallised from dioxane. The precipitate is filtered and dried in vacuo, giving 9.9 g (56.9 mmol) of crystalline solid. The overall yield is 88%.

Quelle