Réaction #1994248

Équation de réaction

8-nitro-2-naphthylquinoline

sodium borohydride

HCl

→

crystalline solid

Rendement 135.5%

8-Amino-2-naphthylquinoline

Rendement 135.5%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGAfter stirring for 2 h
2. 2
   AutreThe solvent is then removed
3. 3
   Lavagethe resultant residue is washed vigorously with water
4. 4
   Autrerecrystallised from dioxane
5. 5
   FiltrationThe precipitate is filtered
6. 6
   Autredried in vacuo

Mode opératoire

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%.

Source