Reacción #1688

Ecuación de reacción

NaBH4

p-BocNHCH2C6H4NO2

NaBH4

→

white solid

Rendimiento 97.0%

p-BocNHCH2C6H4NH2

Rendimiento 97.0%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe solvent was evaporated in vacuo
2. 2
   workup.DISSOLUTIONthe residue was dissolved in conc. ammonium hydroxide
3. 3
   Extracciónextracted twice with dichloromethane
4. 4
   LavadoThe combined organic extracts were washed with brine
5. 5
   Secadodried with MgSO4
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated in vacuo

Procedimiento

To a stirring solution of p-BocNHCH2C6H4NO2 (7.5 g, 29.7 mmol) and NiCl2.6H2O (17.7 g, 74.3 mmol) in methanol (150 mL) at 0° C. was added NaBH4 (5.6 g, 149 mmol) in small portions over 30 min. After complete addition of NaBH4 and 15 min, the solvent was evaporated in vacuo and the residue was dissolved in conc. ammonium hydroxide and extracted twice with dichloromethane. The combined organic extracts were washed with brine, dried with MgSO4, filtered and concentrated in vacuo to give 6.4 g (97%) of a white solid.

Fuente