Potassium Hydroxide → 2-bromo-4,5-dimethylaniline
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
Reactant 2
Product 1
Reagents, catalysts & solvents 1
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
- temperaturethe reaction mixture was cooled
- customthe organic volatiles removed in vacuo
- additionThe remaining aqueous phase was diluted with additional water (65 mL)
- filtrationthe resultant solid product was filtered
- washwashed with water
- customdried in vacuo
Sources & evidence
- ORD record
- ord-b23d21ac48cb423aa72ae0ca5e22959a
- Source dataset
- uspto-grants-2008_02
- Patent number
- US07329673B2
Reaction notes
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