Reacción #674300

Ecuación de reacción

NaHCO3

tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate

sodium borohydride

→

tert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate

Rendimiento 57.0%

Disolventes

MeOH

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe solution was concentrated by evaporator
2. 2
   Otroto give the white solid
3. 3
   ExtracciónThe aqueous phase was extracted with DCM (4×30 mL)
4. 4
   SecadoThe combined organic phase was dried over anhydrous Na2SO4
5. 5
   Concentraciónconcentrated
6. 6
   Otroto give the crude which
7. 7
   Otrowas purified by CombiFlash (24 g silica gel column, EtOAc/Hexane=0-60%)

Procedimiento

To a solution of tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate (600 mg, 2.5 mmol, 1.0 equiv) in MeOH (6.0 mL) was added sodium borohydride (190 mg, 5.0 mmol, 2.0 equiv) in portions at 0° C. under nitrogen. The mixture was stirred at room temperature for 2.0 hrs. The solution was concentrated by evaporator to give the white solid. Saturated NaHCO3 solution (40 mL) was added. The aqueous phase was extracted with DCM (4×30 mL). The combined organic phase was dried over anhydrous Na2SO4, concentrated to give the crude which was purified by CombiFlash (24 g silica gel column, EtOAc/Hexane=0-60%) to afford 334 mg (yield 57%) of tert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate as a white solid.

Fuente