Acetyl chloride → 3'-Acetylaminomethylacetophenone
Reaction equation
[C:1](Cl)(=[O:3])[CH3:2].Cl.[C:6]([C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH2:12][NH2:13])(=[O:8])[CH3:7].C(N(CC)CC)C>ClCCl>[C:1]([NH:13][CH2:12][C:11]1[CH:10]=[C:9]([C:6](=[O:8])[CH3:7])[CH:16]=[CH:15][CH:14]=1)(=[O:3])[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Acetyl chloride (2.5 g) was added slowly to a suspension of 3-acetylbenzylamine hydrochloride (5.0 g) and triethylamine (6.0 g) in dichloromethane (50 ml) with cooling on an ice-water bath. The mixture was stirred at room temperature for 10 hours. The solvent was removed under reduced pressure. The residue was dissolved in water (100 ml). The solution was alkalified with an aqueous potassium carbonate solution. The mixture was extracted with ethyl acetate (150 ml). The solution was dried with magnesium sulfate. The solvent was removed under reduced pressure to afford 3'-acetylaminomethylacetophenone (3.2 g) (oil).