تفاعل #674300

معادلة التفاعل

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

المردود 57.0%

المذيبات

MeOH

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر