Reaction #674309

Reaction equation

tert-butyl 7-(benzyloxy)-2-azaspiro[3.5]nonane-2-carboxylate

Hydrogen

→

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

Yield 94.1%

Solvents

MeOH

Conditions

Workup

1. 1
   Washeluted with MeOH (50 mL)
2. 2
   ConcentrationThe combined methanol solution was concentrated

Procedure

To a solution of tert-butyl 7-(benzyloxy)-2-azaspiro[3.5]nonane-2-carboxylate (290 mg, 0.96 mmol, 1.0 equiv) in MeOH (8 mL) was added Pd(OH)2 (43.5 mg, 15 wt %). The mixture was carefully vacuumed and refilled with Hydrogen. The mixture was then stirred at room temperature under hydrogen balloon for 2 hrs. The mixture was passed through a pad of celite and eluted with MeOH (50 mL). The combined methanol solution was concentrated to afford 218 mg (yield 94%) of tert-butyl 7-hydroxy-2-azaspiro[3.5]nonane-2-carboxylate as a pale yellow solid.

Source