Acetyl chloride → N-(2-Acetylphenyl)acetamide
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:10])[CH3:9].[C:11](Cl)(=[O:13])[CH3:12]>ClC(Cl)C>[C:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][C:11](=[O:13])[CH3:12])(=[O:10])[CH3:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To an ice cold slurry of the 1-(2-amino-phenyl)-ethanone (2 g, 14.79 mmol) in dichloroethane (10 mL), acetyl chloride (1.22 g, 16.2 mmol) was added slowly. The reaction mixture was warmed to room temperature and stirred for 2 h. After completion of the reaction, the reaction mixture was quenched with water (10 mL) and extracted with dichloromethane (2×25 mL). The combined organic layers were washed with an aq. solution of 5% NaHCO3 followed by water and brine, then dried over anhydrous sodium sulphate and concentrated to dryness. The obtained residue was purified by column chromatography using 2% ethyl acetate in hexane to obtain the title compound as off-white solid which directly used for the next reaction.
Workup
- customAfter completion of the reaction
- customthe reaction mixture was quenched with water (10 mL)
- extractionextracted with dichloromethane (2×25 mL)
- washThe combined organic layers were washed with an aq. solution of 5% NaHCO3
- dry with materialdried over anhydrous sodium sulphate
- concentrationconcentrated to dryness
- customThe obtained residue was purified by column chromatography
Sources & evidence
- ORD record
- ord-09431f2e228748049a20b97d96a03820
- Source dataset
- uspto-grants-2015_04
- Patent number
- US09006454B2
Reaction notes
Loading…