Boron tribromide → 1-(4-Hydroxyphenyl)-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one

反応式

B(Br)(Br)Br.C[O:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH:17]=[CH:16][N:15]([C:18]3[CH:23]=[CH:22][C:21]([O:24][C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)=[CH:20][CH:19]=3)[C:14]2=[O:31])=[CH:9][CH:8]=1.C(=O)(O)[O-].[Na+]>ClCCl>[OH:6][C:7]1[CH:8]=[CH:9][C:10]([N:13]2[CH:17]=[CH:16][N:15]([C:18]3[CH:23]=[CH:22][C:21]([O:24][C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)=[CH:20][CH:19]=3)[C:14]2=[O:31])=[CH:11][CH:12]=1

参加物

実験手順

Boron tribromide (2.5 ml) was added to a solution of 1-(4-methoxyphenyl)-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one (6.0 g) in dichloromethane (75 ml) at 0° C. After 3 hours, saturated sodium bicarbonate solution was added and the organic phase was washed with saturated brine. The organic phase was dried over magnesium sulfate and concentrated, and the residue was purified by chromatography on silica gel (eluent: dichloromethane/methanol 9:1). The product with the molecular weight of 344.37 (C21H16N2O3); MS (ESI): 345 ([M+H]+), was obtained in this way.