2,6-Lutidine → 2-(4-Tert-butylthiazol-2-yl)benzofuran-5-yl trifluoromethanesulfonate

反応式

FC(F)(F)S([O:6][S:7]([C:10]([F:13])([F:12])[F:11])(=[O:9])=[O:8])(=O)=O.O[C:17]1[CH:18]=[CH:19][C:20]2[O:24][C:23]([C:25]3[S:26][CH:27]=[C:28]([C:30]([CH3:33])([CH3:32])[CH3:31])[N:29]=3)=[CH:22][C:21]=2[CH:34]=1.N1C(C)=CC=CC=1C>ClCCl>[F:13][C:10]([F:11])([F:12])[S:7]([O:6][C:17]1[CH:18]=[CH:19][C:20]2[O:24][C:23]([C:25]3[S:26][CH:27]=[C:28]([C:30]([CH3:32])([CH3:31])[CH3:33])[N:29]=3)=[CH:22][C:21]=2[CH:34]=1)(=[O:8])=[O:9]

参加物

実験手順

Trifluoromethanesulfonic anhydride (0.74 ml) was added dropwise to an ice-cooled mixture of 2-(5-hydroxy-benzofuran-2-yl)-4-tert-butylthiazole (1.0 g), N,N-dimethylaminopyridine (67 mg) and 2,6-lutidine (0.52 ml, 4.39 mmol) in dry dichloromethane (10 ml) below 10° C. After being stirred at room temperature for 2 hours, the reaction mixture was washed with diluted hydrochloric acid, then dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using n-hexane-ethyl acetate (4:1) as eluent to give 2-(4-tert-butylthiazol-2-yl)-benzofuran-5-yl trifluoromethanesulfonate as a colorless oil (1.39 g).