Sodium Hydroxide → 2-Methoxyacetophenone oxime

HRID 975241Notes

Reaction equation

HRID 975241 reaction equation
[Cl-].[OH:2][NH3+:3].[OH-].[Na+].[CH3:6][O:7][CH2:8][C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O>C(O)C>[CH3:6][O:7][CH2:8][C:9](=[N:3][OH:2])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21645Hydroxylamine HClHCID 776982-Methoxy-1-phenylethanone

Product 1

HCID 740317252-Methoxyacetophenone oximeYield 64.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of hydroxylammonium chloride (10.0 g, 144 mmol) and sodium hydroxide (6.0 g, 150 mmol) in absolute ethanol (200 ml) was stirred for 1 h. The precipitated sodium chloride was filtered off and 2-methoxyacetophenone (10.0 g, 67 mmol) was added to the filtrate. The mixture was heated at reflux for 30 min. The precipitated compound was collected and recrystallised from n-heptane/ethanol 9/1 to give 7.1 g 2-methoxyacetophenone oxime.

Workup

  1. filtrationThe precipitated sodium chloride was filtered off
  2. temperatureThe mixture was heated
  3. temperatureat reflux for 30 min
  4. customThe precipitated compound was collected
  5. customrecrystallised from n-heptane/ethanol 9/1

Sources & evidence

ORD record
ord-2c0ce3d5fa6244baae0a480f294638cf
Source dataset
uspto-grants-1997_03
Patent number
US05608069

Reaction notes

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