Ethanol → 1-(4-Methoxy-phenyl)-piperidin-4-one oxime

HRID 634779Notes

Reaction equation

HRID 634779 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][C:12](=O)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.C([O-])([O-])=O.[K+].[K+].Cl.[NH2:23][OH:24].C(O)C>O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][C:12](=[N:23][OH:24])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 212605551-(4-Methoxyphenyl)piperidin-4-one

Product 1

HCID 212604531-(4-Methoxy-phenyl)-piperidin-4-one oxime

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1-(p-methoxyphenyl)-4-piperidinone (prepared following the procedure reported in: Scherer, T. et al., Recl. Trav. Chim. Pays-Bas (1993), 112(10), 535-48.) (5.13 g, 25 mmol), K2CO3 (6.22 g, 45 mmol), hydroxylamine hydrochloride (2.606 g, 37.5 mmol) and ethanol was refluxed for 20 min. After cooling H2O (50 ml) was added and white crystals of 1-(4-methoxy-phenyl)-piperidin-4-one oxime (4.56 g, 83%, Mp. 116-119°, MS: m/e=220 (M+)) was collected.

Workup

  1. customprepared
  2. additionwas added
  3. customwhite crystals of 1-(4-methoxy-phenyl)-piperidin-4-one oxime (4.56 g, 83%, Mp. 116-119°, MS: m/e=220 (M+)) was collected

Sources & evidence

ORD record
ord-7d4793975a14498791c470ba42cf7752
Source dataset
uspto-grants-2001_02
Patent number
US06184236B2

Reaction notes

Loading…