8-(Benzyloxymethyl)-1-oxa-3-azaspiro[4.5]decan-2-one → 8-(Hydroxymethyl)-1-oxa-3-azaspiro[4.5]decan-2-one

HRID 2040332Notes

Reaction equation

HRID 2040332 reaction equation
C([O:8][CH2:9][CH:10]1[CH2:20][CH2:19][C:13]2([O:17][C:16](=[O:18])[NH:15][CH2:14]2)[CH2:12][CH2:11]1)C1C=CC=CC=1>C(O)C.[OH-].[OH-].[Pd+2]>[OH:8][CH2:9][CH:10]1[CH2:20][CH2:19][C:13]2([O:17][C:16](=[O:18])[NH:15][CH2:14]2)[CH2:12][CH2:11]1

Participants

4

Reactant 1

HCID 671267508-(Benzyloxymethyl)-1-oxa-3-azaspiro[4.5]decan-2-one

Product 1

HCID 575765318-(Hydroxymethyl)-1-oxa-3-azaspiro[4.5]decan-2-one

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

A solution of EXAMPLE 385B (500 mg) in ethanol was added to wet 20% palladium hydroxide on carbon (2500 mg) in a 50 ml pressure bottle. The mixture was stirred at ambient temperature for 3 hours under hydrogen at 30 psi. The mixture was filtered and concentrated to provide the title compound.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-98735a45df8b4764913e432d977be740
Source dataset
uspto-grants-2013_11
Patent number
US08580794B2

Reaction notes

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