Potassium Hydroxide → p-(2,4-Dimethoxybenzyloxy)aniline

HRID 1448442Notes

Reaction equation

HRID 1448442 reaction equation
[CH3:1][O:2][C:3]1[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:4]=1[CH2:5][O:6][C:7]1[CH:16]=[CH:15][C:10]([NH:11]C(=O)C)=[CH:9][CH:8]=1.[OH-].[K+]>C(O)C>[CH3:1][O:2][C:3]1[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:4]=1[CH2:5][O:6][C:7]1[CH:16]=[CH:15][C:10]([NH2:11])=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 20379816p-(2,4-Dimethoxybenzyloxy)acetanilide

Product 1

HCID 20379808p-(2,4-Dimethoxybenzyloxy)aniline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

p-(2,4-Dimethoxybenzyloxy)acetanilide (3 g, 0.01 M) in ethanol (30 ml) is treated with potassium hydroxide (3 g), then the mixture is heated under reflux for 12 hours. The solvent is removed by evaporation, the residue treated with water and extracted with ether. The ether solution is treated with charcoal, dried and concentrated to afford p-(2,4-dimethoxybenzyloxy)aniline.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 12 hours
  3. customThe solvent is removed by evaporation
  4. additionthe residue treated with water
  5. extractionextracted with ether
  6. additionThe ether solution is treated with charcoal
  7. customdried
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-b8a49b87ed4243e9aa697cc303af4aa9
Source dataset
uspto-grants-1979_12
Patent number
US04180509

Reaction notes

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