Potassium Hydroxide → 2-bromo-4,5-dimethylaniline

HRID 2054450Notes

Reaction equation

HRID 2054450 reaction equation
[OH-].[K+].[Br:3][C:4]1[CH:9]=[C:8]([CH3:10])[C:7]([CH3:11])=[CH:6][C:5]=1[NH:12]C(=O)C>CO>[Br:3][C:4]1[CH:9]=[C:8]([CH3:10])[C:7]([CH3:11])=[CH:6][C:5]=1[NH2:12]

Participants

4

Conditions

Temperature
80 °C

Procedure

Potassium hydroxide (15.9 g, 284 mmol) was added to a stirred solution of N-2-bromo-4,5-dimethylphenyl)acetamide (1-7) (17.2 g, 71.0 mmol) in methanol (350 mL) at ambient temperature. After stirring at approximately 80° C. for 18 h, the reaction mixture was cooled and the organic volatiles removed in vacuo. The remaining aqueous phase was diluted with additional water (65 mL) and the resultant solid product was filtered, washed with water and dried in vacuo to afford 1-8 as a white solid.

Workup

  1. temperaturethe reaction mixture was cooled
  2. customthe organic volatiles removed in vacuo
  3. additionThe remaining aqueous phase was diluted with additional water (65 mL)
  4. filtrationthe resultant solid product was filtered
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-b23d21ac48cb423aa72ae0ca5e22959a
Source dataset
uspto-grants-2008_02
Patent number
US07329673B2

Reaction notes

Loading…