Реакция #1994248

Уравнение реакции

8-nitro-2-naphthylquinoline

sodium borohydride

HCl

→

crystalline solid

Выход 135.5%

8-Amino-2-naphthylquinoline

Выход 135.5%

Растворители

methanol

Условия реакции

Обработка

1. 1
   workup.STIRRINGAfter stirring for 2 h
2. 2
   ДругоеThe solvent is then removed
3. 3
   Промывкаthe resultant residue is washed vigorously with water
4. 4
   Другоеrecrystallised from dioxane
5. 5
   ФильтрацияThe precipitate is filtered
6. 6
   Другоеdried in vacuo

Методика

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%.

Источник