Water → (4-Bromo-7-methoxybenzofuran-2-yl)-cyclopropyl-methanone

反応式

[Br:1]N1C(=O)CCC1=O.[CH:9]1([C:12]([C:14]2[O:15][C:16]3[C:22]([O:23][CH3:24])=[CH:21][CH:20]=[CH:19][C:17]=3[CH:18]=2)=[O:13])[CH2:11][CH2:10]1.O>C(#N)C>[Br:1][C:19]1[C:17]2[CH:18]=[C:14]([C:12]([CH:9]3[CH2:10][CH2:11]3)=[O:13])[O:15][C:16]=2[C:22]([O:23][CH3:24])=[CH:21][CH:20]=1

参加物

実験手順

N-bromosuccinimide (0.21 g) was added in a single portion to a stirred solution of cyclopropyl-(7-methoxybenzofuran-2-yl)-methanone (0.25 g) in acetonitrile (20 ml) under an atmosphere of nitrogen. The reaction mixture was stirred at room temperature for 24 h. Water (20 ml) was added, the mixture extracted with ethyl acetate (100 ml), the organic layer separated, dried over magnesium sulfate, filtered and concentrated in vacuo. Purification by flash chromatography on silica eluting with 5-10% ethyl acetate in hexane afforded the title compound as an off-white solid (0.24 g).