HCID 23003704, compound → HCID 23003645, compound

HRID 396322Notes

Reaction equation

HRID 396322 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[C:10]([CH2:19][CH2:20][CH2:21][CH3:22])([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:9]1)C1C=CC=CC=1>CO.[H][H].[OH-].[Pd+2].[OH-]>[CH2:15]([C:10]1([CH2:19][CH2:20][CH2:21][CH3:22])[CH:11]([OH:14])[CH2:12][CH2:13][NH:8][CH2:9]1)[CH2:16][CH2:17][CH3:18]

Participants

5

Reactant 1

HCID 23003704HCID 23003704, compound

Product 1

HCID 23003645HCID 23003645, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

A mixture of 1-benzyl-3,3-di-n-butyl-4-hydroxypiperidine (0.9 g, 2.97 mmole) and 20% palladium hydroxide (0.2 g) in methanol (20 ml) was stirred at ambient temperature in hydrogen atmosphere (1 atm.) for 8 hr. Catalyst was filtered off, washed with methanol, filtrate was concentrated to dryness to give 3,3-di-n-butyl-4-hydroxypiperidine as oil. Yield 0.5 g (85%), C14H27NO, m/z 214 (M+1).

Workup

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

Sources & evidence

ORD record
ord-1c317df0d6e34969a4505c0786959a62
Source dataset
uspto-grants-2003_08
Patent number
US06608078B2

Reaction notes

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