3-Phenyl-8-carbobenzyloxy-1-oxa-3,8-diazaspiro[4.5]decan-2-one → 3-Phenyl-1-oxa-3,8-diazaspiro(4.5)decan-2-one

HRID 127263Notes

Reaction equation

HRID 127263 reaction equation
[C:1]1([N:7]2[CH2:11][C:10]3([CH2:16][CH2:15][N:14](C(OCC4C=CC=CC=4)=O)[CH2:13][CH2:12]3)[O:9][C:8]2=[O:27])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Pd].C(O)C>[C:1]1([N:7]2[CH2:11][C:10]3([CH2:12][CH2:13][NH:14][CH2:15][CH2:16]3)[O:9][C:8]2=[O:27])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 130165993-Phenyl-8-carbobenzyloxy-1-oxa-3,8-diazaspiro[4.5]decan-2-one

Product 1

HCID 202864753-Phenyl-1-oxa-3,8-diazaspiro(4.5)decan-2-oneYield 113.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 3.4 g 3-phenyl-8-carbobenzyloxy-1-oxa-3,8-diazaspiro[4.5]decan-2-one, 50 ml ethanol and 0.4 g, 10% palladium on carbon is hydrogenated at room temperature and 60 psi for 6 hours. Filtration and removal of solvent affords 2.45 g 3-phenyl-1-oxa-3,8-diazaspiro[4.5]decan-2-one, a pasty solid; m/e=232 (M+).

Workup

  1. customis hydrogenated at room temperature
  2. filtrationFiltration and removal of solvent

Sources & evidence

ORD record
ord-f3a5034792e44fde8096656c9dfa7030
Source dataset
uspto-grants-1981_03
Patent number
US04255432

Reaction notes

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