O-Methylhydroxylamine hydrochloride → HCID 86639590, compound

HRID 1910826Notes

Reaction equation

HRID 1910826 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.Cl.[O:16]([NH2:18])[CH3:17]>CO>[CH3:17][O:16][N:18]=[C:11]1[CH2:12][CH2:13][N:8]([C:5]2[CH:6]=[CH:7][C:2]([NH2:1])=[CH:3][CH:4]=2)[CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 222202411-(4-Aminophenyl)piperidin-4-one

Product 1

HCID 86639590HCID 86639590, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1-(4-aminophenyl)-4-piperidone (300 mg, 1.58 mmol) and methoxylamine hydrochloride (250 mg, 3.0 mmol) in methanol (5 mL) was heated at reflux for 30 min. The solvent was evaporated, water added and extracted with ethyl acetate. The combined organic layers were washed with water and brine then dried over sodium sulfate. Concentration to dryness afforded 1-(4-amino-phenyl)-piperidin-4-one O-methyl-oxime (220 mg, 64%) as a semisolid.

Workup

  1. temperatureat reflux for 30 min
  2. customThe solvent was evaporated
  3. additionwater added
  4. extractionextracted with ethyl acetate
  5. washThe combined organic layers were washed with water and brine
  6. dry with materialthen dried over sodium sulfate
  7. concentrationConcentration to dryness

Sources & evidence

ORD record
ord-81878b09ce91406e872cc484d87ec789
Source dataset
uspto-grants-2013_12
Patent number
US08604029B2

Reaction notes

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