HCID 23000816, compound → HCID 23000847, compound

HRID 2288034Notes

Reaction equation

HRID 2288034 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[CH:10]([CH:15]([OH:17])[CH3:16])[CH2:9]1)C1C=CC=CC=1>C(O)C.[C].[Pd]>[OH:17][CH:15]([CH:10]1[C:11](=[O:14])[CH2:12][CH2:13][NH:8][CH2:9]1)[CH3:16]

Participants

4

Reactant 1

HCID 23000816HCID 23000816, compound

Product 1

HCID 23000847HCID 23000847, compoundYield 104.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

In 100 ml of ethanol, 4.68 g (20 mmol) of the resulting 1-benzyl-3-(1-hydroxyethyl)-4-piperidone were dissolved. To the resulting solution, 0.5 g of 5% palladium-carbon were added, followed by stirring at 60° C. for 8 hours under a hydrogen gas atmosphere. After the completion of the reaction, the palladium-carbon was removed by filtration through Celite. The solvent was then distilled off under reduced pressure, whereby 2.98 g of 3-(1-hydroxyethyl)-4-piperidone were obtained as a colorless oil in a quantitative yield.

Workup

  1. customAfter the completion of the reaction
  2. customthe palladium-carbon was removed by filtration through Celite
  3. distillationThe solvent was then distilled off under reduced pressure

Sources & evidence

ORD record
ord-e62ac1cbf9f3428a9b2bf063d23c2348
Source dataset
uspto-grants-2000_07
Patent number
US06087379

Reaction notes

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