9-Benzyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one → 1-Oxa-4,9-diazaspiro(5.5)undecan-3-one

HRID 79229Notes

Reaction equation

HRID 79229 reaction equation
C([N:8]1[CH2:19][CH2:18][C:11]2([O:16][CH2:15][C:14](=[O:17])[NH:13][CH2:12]2)[CH2:10][CH2:9]1)C1C=CC=CC=1>C(O)C>[O:16]1[C:11]2([CH2:10][CH2:9][NH:8][CH2:19][CH2:18]2)[CH2:12][NH:13][C:14](=[O:17])[CH2:15]1

Participants

3

Reactant 1

HCID 205220419-Benzyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one

Product 1

HCID 130594341-Oxa-4,9-diazaspiro(5.5)undecan-3-oneYield 138.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of compound 399 (316.1 mg, 1214 μmol) in ethanol (15 mL) was added palladium hydroxide, 20 wt % pd (dry basis) on carbon, wet (300 mg, 427 μmol). After hydrogenating the reaction mixture at 50 psi for 6 days, the mixture was filtered thru a plug of celite and concentrated in vacuo to give compound 400 (287.0 mg). LCMS-ESI (POS), M/Z, M+1: Found 171.1, Calculated 171.1.

Workup

  1. dry with materialpalladium hydroxide, 20 wt % pd (dry basis) on carbon, wet (300 mg, 427 μmol)
  2. customfor 6 days
  3. filtrationthe mixture was filtered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6034140f78814ed1b5550843323f0cf3
Source dataset
uspto-grants-2014_09
Patent number
US08841312B2

Reaction notes

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