Methanol → Methyl 4-hydroxypiperidine-4-carboxylate

HRID 712210Notes

Reaction equation

HRID 712210 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.[CH3:18]O>[OH-].[Pd+2].[OH-]>[OH:17][C:11]1([C:14]([O:16][CH3:18])=[O:15])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 887MethanolHCID 203941814-Piperidinecarboxylicacid, 4-hydroxy-1-(phenylmethyl)-

Product 1

HCID 21093366Methyl 4-hydroxypiperidine-4-carboxylate

Reagents, catalysts & solvents 1

HCID 9942167Palladium hydroxideCatalyst

Procedure

To a stirred solution of 1-benzyl-4-hydroxypiperidine-4-carboxylic acid (1.2 g, 5.10 mmol) in MeOH (15 mL) was added palladium hydroxide and the resulting mixture was stirred at rt for 6 h under H2 atmosphere. After completion of reaction (by TLC), the reaction was passed through celite and the filtrate evaporated under reduced pressure to give the desired product (1 g). MS: 160.18 [M+H]+.

Workup

  1. customAfter completion of reaction (by TLC)
  2. customthe filtrate evaporated under reduced pressure

Sources & evidence

ORD record
ord-11620d4ffec64571be3d0667639dbf74
Source dataset
uspto-grants-2015_11
Patent number
US09181234B2

Reaction notes

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