CO.[Cl:3][C:4]1[C:14]([O:15][CH2:16][CH2:17][N:18]2[CH:22]=[N:21][N:20]=[N:19]2)=[C:13]([Cl:23])[CH:12]=[CH:11][C:5]=1[C:6]([O:8]CC)=[O:7].[OH-].[Na+]>O>[Cl:3][C:4]1[C:14]([O:15][CH2:16][CH2:17][N:18]2[CH:22]=[N:21][N:20]=[N:19]2)=[C:13]([Cl:23])[CH:12]=[CH:11][C:5]=1[C:6]([OH:8])=[O:7]To a methanol (15 ml) solution of ethyl 2,4-dichloro-3-[2-(1H-tetrazol-1-yl)ethoxy]benzoate (0.88 g) were added sodium hydroxide (0.16 g) and water (5 ml), and the mixture was stirred at room temperature for 7 hours. After the addition of water (20 ml) and concentration at reduced pressure, an aqueous sodium hydroxide solution was added and the mixture was washed with ethyl acetate (50 ml). The aqueous layer was acidified with hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. Ethyl acetate was distilled off to obtain the desired 2,4-dichloro-3-[2-(1H-tetrazol-1-yl)ethyloxy]-benzoic acid (0.69 g).
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