Sodium Hydroxide → 4-Tert-butyl-2-[5-(2-carboxy-2-methylpropyl)benzofuran-2-yl]thiazole
Reaction equation
[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19][C:20]([CH3:26])([C:22]([O:24]C)=[O:23])[CH3:21])=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19][C:20]([C:22]([OH:24])=[O:23])([CH3:26])[CH3:21])=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:2])[CH3:3]Participants
4
Procedure
A mixture of 4-tert-butyl-2-[5-(2-methyl-2-methoxycarbonylpropyl)benzofuran-2-yl]thiazole (0.33 g) and 1N aqueous sodium hydroxide (2 ml) in methanol (5 ml) was stirred under reflux for 5 hours. After being cooled, the resulting mixture was concentrated under reduced pressure and adjusted to pH 6 with diluted aqueous hydrochloric acid. The resulting crystals were collected by filtration and washed with water to give 4-tert-butyl-2-[5-(2-carboxy-2-methylpropyl)benzofuran-2-yl]thiazole (0.28 g).