Reaktion #674300

Reaktionsgleichung

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

Ausbeute 57.0%

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle