HCID 23003647, compound → HCID 23003689, compound

HRID 396339Notes

Reaction equation

HRID 396339 reaction equation
C([N:8]1[CH2:13][CH:12]([CH2:14][CH3:15])[CH:11]([OH:16])[C:10]([CH2:18][CH3:19])([CH3:17])[CH2:9]1)C1C=CC=CC=1>CO.[H][H].[OH-].[Pd+2].[OH-]>[CH2:18]([C:10]1([CH3:17])[CH:11]([OH:16])[CH:12]([CH2:14][CH3:15])[CH2:13][NH:8][CH2:9]1)[CH3:19]

Participants

5

Reactant 1

HCID 23003647HCID 23003647, compound

Product 1

HCID 23003689HCID 23003689, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

A mixture of 1-benzyl-3,5-diethyl-4-hydroxy-3-methylpiperidine (1.8 g, 6.89 mmole) and 20% palladium hydroxide (0.2 g) in methanol (20 ml) was stirred in hydrogen atmosphere (4 atm.) for 3 hr at 45° C. Catalyst was filtered off, washed with methanol, filtrate was concentrated to give 3,5-diethyl-4-hydroxy-3-methylpiperidine as oil. Yield 1.1 g (94%), C12H2,NO, m/z 172 (M+1).

Workup

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

Sources & evidence

ORD record
ord-c8ccb7a272b94322bb46bcd6cedf5448
Source dataset
uspto-grants-2003_08
Patent number
US06608078B2

Reaction notes

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