HCID 23003716, compound → HCID 23003672, compound

HRID 396307Notes

Reaction equation

HRID 396307 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[C:10]([CH2:17][CH3:18])([CH2:15][CH3:16])[CH2:9]1)C1C=CC=CC=1>CO.[H][H].[OH-].[Pd+2].[OH-]>[CH2:17]([C:10]1([CH2:15][CH3:16])[CH:11]([OH:14])[CH2:12][CH2:13][NH:8][CH2:9]1)[CH3:18]

Participants

5

Reactant 1

HCID 23003716HCID 23003716, compound

Product 1

HCID 23003672HCID 23003672, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

A mixture of 1-benzyl-3,3-diethyl-4-hydroxypiperidine (3.9 g, 15.85 mmole) and 20% palladium hydroxide (1.0 g) in methanol (100 ml) was stirred at 40° C. in hydrogen atmosphere (3.5 atm.) for 6 hr. Catalyst was filtered off, washed with methanol, filtrate was concentrated to dryness to give 3,3-diethyl-4-hydroxypiperidine as oil. Yield 1.8 g (73%), C9H19NO, m/z 158 (M+1).

Workup

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

Sources & evidence

ORD record
ord-d36060147cff439c91f26b1f9699d38d
Source dataset
uspto-grants-2003_08
Patent number
US06608078B2

Reaction notes

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