Réaction #674309

ord-7b708b7f292b481e8d715fe49c3a8d70

Équation de réaction

CC(C)(C)OC(=O)N1CC2(CCC(OCc3ccccc3)CC2)C1
tert-butyl 7-(benzyloxy)-2-azaspiro[3.5]nonane-2-carboxylate
[H][H]
Hydrogen
CC(C)(C)OC(=O)N1CC2(CCC(O)CC2)C1
tert-butyl 7-hydroxy-2-azaspiro[3.5]nonane-2-carboxylate
Rendement 94.1%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09226923B2uspto-grants-2016_01