Pyridine → 2,4-Dimethoxy-3-methylbenzaldehyde Oxime

HRID 1681915Notes

Reaction equation

HRID 1681915 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:4]=1[CH:5]=O.Cl.[NH2:14][OH:15].N1C=CC=C[CH:17]=1>C(O)C>[CH3:1][O:2][C:3]1[C:10]([CH3:17])=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:4]=1[CH:5]=[N:14][OH:15]

Participants

5

Reactant 3

HCID 1049PyridineHCID 691752,4-DimethoxybenzaldehydeHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 860180172,4-Dimethoxy-3-methylbenzaldehyde Oxime

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 25.1 g 2,4-dimethoxybenzaldehyde, 19.46 g hydroxylamine hydrochloride and 22 mls pyridine in 150 mls ethyl alcohol was heated at reflux with stirring for two hours, allowed to cool, and concentrated in vacuo. The residue was treated with water and stirring and the resulting white solid was collected by filtration to give 26.8 g of the title compound, m.p. 110°-111° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux
  3. temperatureto cool
  4. concentrationconcentrated in vacuo
  5. additionThe residue was treated with water
  6. stirringstirring
  7. filtrationthe resulting white solid was collected by filtration

Sources & evidence

ORD record
ord-1dc34b86c75c4eb3ba75421a3a5b9bb0
Source dataset
uspto-grants-1992_12
Patent number
US05175177

Reaction notes

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