Pyridine → 1-Benzyl-3-methyl-piperidin-4-one oxime

HRID 1726448Notes

Reaction equation

HRID 1726448 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=O)[CH:10]([CH3:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.Cl.[NH2:23][OH:24]>CCO>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=[N:23][OH:24])[CH:10]([CH3:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 5609651-Benzyl-3-methyl-4-piperidone

Product 1

HCID 734153251-Benzyl-3-methyl-piperidin-4-one oxime

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 1-benzyl-3-methyl-piperidin-4-one (2.04 g, 10 mmol) in EtOH (20 mL), was added pyridine (20 mL, 0.25 mol) and hydroxylamine hydrochloride (0.70 g, 10 mmol). After being stirred at 90+ C. overnight, the resultant solution was concentrated in vacuo to give the crude product 1-benzyl-3-methyl-piperidin-4-one oxime. LC/MS m/z: 219 (M+H)+. This material was used without further purification.

Workup

  1. concentrationovernight, the resultant solution was concentrated in vacuo

Sources & evidence

ORD record
ord-a68331378fc047c19a9cff0ff75b5a09
Source dataset
uspto-grants-2009_02
Patent number
US07491827B2

Reaction notes

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