HCID 23003714, compound → HCID 23003694, compound

HRID 396334Notes

Reaction equation

HRID 396334 reaction equation
C([N:8]1[CH2:13][CH:12]([CH3:14])[CH:11]([OH:15])[C:10]([CH3:17])([CH3:16])[CH2:9]1)C1C=CC=CC=1>CO.[H][H].[OH-].[Pd+2].[OH-]>[OH:15][CH:11]1[CH:12]([CH3:14])[CH2:13][NH:8][CH2:9][C:10]1([CH3:17])[CH3:16]

Participants

5

Reactant 1

HCID 23003714HCID 23003714, compound

Product 1

HCID 23003694HCID 23003694, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

A mixture of 1-benzyl-4-hydroxy-3,3,5-trimethylpiperidine (1.9 g, 8.15 mmole) and 20% palladium hydroxide (0.2 g) in methanol (20 ml) was stirred in hydrogen atmosphere (1 atm.) for 48 hr at 35° C. Catalyst was filtered off, washed with methanol, filtrate was concentrated to dryness to give 4-hydroxy-3,3,5-trimethylpiperidine as oil. Yield 1.0 g (87%), C9H17NO, m/z 144 (M+1).

Workup

  1. filtrationCatalyst was filtered off
  2. washwashed with methanol, filtrate
  3. concentrationwas concentrated to dryness

Sources & evidence

ORD record
ord-78ca22c2bdba418796e7e6b5f2b7e6c6
Source dataset
uspto-grants-2003_08
Patent number
US06608078B2

Reaction notes

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