Acetophenone → Ethanone, 1-(4-hydroxyphenyl)-, oxime

HRID 1976514Notes

Reaction equation

HRID 1976514 reaction equation
Cl.[NH2:2][OH:3].[OH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=O)[CH3:12])=[CH:7][CH:6]=1.C(C1C=CC=CC=1)(=O)C>N1C=CC=CC=1>[OH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=[N:2][OH:3])[CH3:12])=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 7410AcetophenoneHCID 74694'-HydroxyacetophenoneHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 96522Ethanone, 1-(4-hydroxyphenyl)-, oxime

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1.1 equivalents of hydroxylamine hydrochloride are added to a solution of para-hydroxyacetophenone in pyridine (16% dilution). The reaction mixture is maintained at reflux until the starting acetophenone has disappeared, and is then poured into ice-cold water. The medium is extracted with ethyl acetate. After drying, the organic phase is removed and the corresponding oxime is obtained quantitatively. The elemental analysis is in accordance with the structure.

Workup

  1. temperatureThe reaction mixture is maintained
  2. additionis then poured into ice-cold water
  3. extractionThe medium is extracted with ethyl acetate
  4. customAfter drying
  5. customthe organic phase is removed

Sources & evidence

ORD record
ord-d2eb23e1a872435aa45c12d3b47cbffc
Source dataset
uspto-grants-2001_05
Patent number
US06228350B1

Reaction notes

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