Acetic Anhydride → N-(3,5-Dimethylphenyl)acetamide
Reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([CH3:9])[CH:8]=1)[NH2:5].[C:10](OC(=O)C)(=[O:12])[CH3:11]>C1(C)C=CC=CC=1>[C:10]([NH:5][C:4]1[CH:6]=[C:7]([CH3:9])[CH:8]=[C:2]([CH3:1])[CH:3]=1)(=[O:12])[CH3:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 15.2 g (125 mmole) of 3,5-dimethylaniline in 60 mL of toluene was added 15 g (146 mmole) of acetic anhydride, whereupon the internal temperature rose to 75° C. The mixture was allowed to cool to room temperature and the solvent was removed in vacuo. The residue was dissolved in 150 mL of hot ethyl acetate and the solution allowed to stand for 16 hours. The resulting mixture was cooled at 5° C. for 3 hours and the solid collected by filtration to give 18.43 g (90%) of off white crystals.
Workup
- customrose to 75° C
- customthe solvent was removed in vacuo
- dissolutionThe residue was dissolved in 150 mL of hot ethyl acetate
- temperatureThe resulting mixture was cooled at 5° C. for 3 hours
- filtrationthe solid collected by filtration
- customto give 18.43 g (90%) of off white crystals
Sources & evidence
- ORD record
- ord-e389885e93f5457a942f29481ccb18b6
- Source dataset
- uspto-grants-1994_03
- Patent number
- US05292726
Reaction notes
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