4-Piperidinecarboxylicacid, 4-hydroxy-1-(phenylmethyl)- → 4-hydroxypiperidine-4-carboxylic Acid

HRID 712249Notes

Reaction equation

HRID 712249 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([OH:17])([C:14]([OH:16])=[O:15])[CH2:10][CH2:9]1)C1C=CC=CC=1>CCO.[OH-].[Pd+2].[OH-]>[OH:17][C:11]1([C:14]([OH:16])=[O:15])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 1

HCID 203941814-Piperidinecarboxylicacid, 4-hydroxy-1-(phenylmethyl)-

Product 1

HCID 44371984-hydroxypiperidine-4-carboxylic Acid

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To the solution of 1-benzyl-4-hydroxypiperidine-4-carboxylic acid (1.0 g, 4.25 mmol) in EtOH (15.0 mL) was added palladium hydroxide (0.40 g, 40% w/w) at rt and the mixture stirred at rt for 20 h under H2 atmosphere. After completion of reaction (by TLC) the mixture was passed through celite and the solvent evaporated. The crude (0.70 g) residue was carried forward for next step without further purification. MS: 145.99 [M+H]+.

Workup

  1. customAfter completion of reaction (by TLC) the mixture
  2. customthe solvent evaporated
  3. customThe crude (0.70 g) residue was carried forward for next step without further purification

Sources & evidence

ORD record
ord-a7b19ad20be74b3bba2796b50d0ee09b
Source dataset
uspto-grants-2015_11
Patent number
US09181234B2

Reaction notes

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