Acetic Acid → 4-Hydroxypiperidine-4-carboxamide

HRID 1455739Notes

Reaction equation

HRID 1455739 reaction equation
CC(O)=O.C([N:12]1[CH2:17][CH2:16][C:15]([OH:21])([C:18]([NH2:20])=[O:19])[CH2:14][CH2:13]1)C1C=CC=CC=1>CO.[Pd]>[OH:21][C:15]1([C:18]([NH2:20])=[O:19])[CH2:16][CH2:17][NH:12][CH2:13][CH2:14]1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 227445201-Benzyl-4-hydroxypiperidine-4-carboxamide

Product 1

HCID 203113164-Hydroxypiperidine-4-carboxamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Pd/C (150 mg) and HOAc (2 mL) are added to a solution of 1-benzyl-4-hydroxy-piperidine-4-carboxylic acid amide (2 g, 8.5 mmol) in MeOH. The mixture is shaken under H2 (40 psi) for 14 h. The catalyst is removed by filtration and the solvent is removed in vacuo to give the title product. 1H NMR (CD3OD) 2.96(m, 4H), 2.05(m, 2H), 1.49 (m, 2H).

Workup

  1. customThe catalyst is removed by filtration
  2. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-e75c499357014583b4dd634c321b098d
Source dataset
uspto-grants-2009_01
Patent number
US07482350B2

Reaction notes

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