Methanol → 4-Bromo-2-tert-butyl-5-phenyl-1-benzofuran-7-carboxylic Acid

反应方程式

CO.[OH-].[K+].[Br:5][C:6]1[C:11]2[CH:12]=[C:13]([C:15]([CH3:18])([CH3:17])[CH3:16])[O:14][C:10]=2[C:9]([C:19]([O:21]C)=[O:20])=[CH:8][C:7]=1[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>O1CCCC1>[Br:5][C:6]1[C:11]2[CH:12]=[C:13]([C:15]([CH3:17])([CH3:18])[CH3:16])[O:14][C:10]=2[C:9]([C:19]([OH:21])=[O:20])=[CH:8][C:7]=1[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

参与物

实验过程

A methanol (12 ml) solution of potassium hydroxide (1.26 g, 22.5 mol) was put into a tetrahydrofuran (50 ml) solution of methyl 4-bromo-2-tert-butyl-5-phenyl-1-benzofuran-7-carboxylate (I-255) (2.90 g, 7.49 mmol), followed by stirring at room temperature for 3.5 hours. The reaction liquid was concentrated under reduced pressure, then 1 N hydrochloric acid (100 ml) and water (100 ml) were added, the product was extracted with ethyl acetate (200 ml×2). The organic layer was washed with saturated brine (50 ml×2), then dried over anhydrous magnesium sulfate, concentrated under reduced pressure to obtain the entitled compound (2.64 g, 95%) as a yellow white solid.