[CH2:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1)[CH:2]=[CH2:3].C([O-])([O-])=O.[K+].[K+].[C:19](Cl)(=[O:22])[CH:20]=[CH2:21]>C(Cl)Cl>[CH2:1]([N:4]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1)[C:19](=[O:22])[CH:20]=[CH2:21])[CH:2]=[CH2:3]To a solution of N-allyl-4-methoxyaniline (1.00 g, 6.13 mmol) in methylene chloride (20 mL) was added K2CO3 (2.12 mg, 15.3 mmol) and acryloyl chloride (548 μL, 6.74 mmol) at 0° C. After 15 min., the reaction was quenched with NaHCO3 (5 mL, sat. aq.) and the organic layer was isolated, concentrated and subjected to flash chromatography (Hexanes:EtOAc 4:1) to yield N-allyl-N-(4-methoxyphenyl)acrylamide (1.29 mg, 97%).
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