反应 #674300

反应方程式

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

收率 57.0%

溶剂

MeOH

反应条件

后处理

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

实验过程

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.

来源