Acetyl chloride → N-(4-Methoxy-phenyl)-N-[2-(3-methoxyphenyl)-ethyl]-acetamide
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=2)=[CH:5][CH:4]=1.[C:20](Cl)(=[O:22])[CH3:21]>C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=2)[C:20](=[O:22])[CH3:21])=[CH:7][CH:8]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
(4-Methoxy-phenyl)-[2-(3-methoxy-phenyl)-ethyl]-amine (3.87 mmol) and acetyl chloride (4.26 mmol) were reacted ethyl acetate (50 mL). After 18 hours, the reaction was poured into ice (150 mL) and the organic extract was dried over sodium sulfate, filtered through celite and concentrated. The title compound (0.60 g) was obtained after silica gel chromatography (eluant: gradient from 10% to 40% ethyl acetate-hexane); MS: 300.4 (MH+); HPLC tR: 2.65 min; TLC Rf: 0.19 (ethyl acetate-hexane 2:3).