Реакция #674300

Уравнение реакции

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

Выход 57.0%

Растворители

MeOH

Условия реакции

Обработка

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

Методика

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.

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