Sodium Hydroxide → HCID 23128101, compound

HRID 358724Notes

Reaction equation

HRID 358724 reaction equation
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]([N:7](C)[C:8](=O)C)=[CH:5][C:4]=1[CH3:14].[OH-].[Na+]>O>[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]([NH:7][CH3:8])=[CH:5][C:4]=1[CH3:14]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67930020HCID 67930020, compound

Product 1

HCID 23128101HCID 23128101, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4'-methoxy-3'-methyl-N-methylacetanilide (53 g), sodium hydroxide (22 g), water (75 ml) and industrial methylated spirit (200 ml) was heated under reflux for 36 hours. Solvent was removed by evaporation, water (350 ml) was added to the residue and the mixture extracted with diethyl ether (2×300 ml). The combined extracts were washed with water (250 ml), dried over magnesium sulphate and the solvent was removed by evaporation to give the novel compound 4-methoxy-3-methyl-N-methylaniline in the form of an oil.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 36 hours
  3. customSolvent was removed by evaporation, water (350 ml)
  4. additionwas added to the residue
  5. extractionthe mixture extracted with diethyl ether (2×300 ml)
  6. washThe combined extracts were washed with water (250 ml)
  7. dry with materialdried over magnesium sulphate
  8. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-96b361b91ada401b8f7a1909ba2eb9da
Source dataset
uspto-grants-1991_03
Patent number
US04997840

Reaction notes

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