Reacción #1994248

Ecuación de reacción

8-nitro-2-naphthylquinoline

sodium borohydride

HCl

→

crystalline solid

Rendimiento 135.5%

8-Amino-2-naphthylquinoline

Rendimiento 135.5%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGAfter stirring for 2 h
2. 2
   OtroThe solvent is then removed
3. 3
   Lavadothe resultant residue is washed vigorously with water
4. 4
   Otrorecrystallised from dioxane
5. 5
   FiltraciónThe precipitate is filtered
6. 6
   Otrodried in vacuo

Procedimiento

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%.

Fuente