[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8]CC)=[O:7])=[C:4]([O:13][CH2:14][CH3:15])[CH:3]=1.[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([OH:8])=[O:7])=[C:4]([O:13][CH2:14][CH3:15])[CH:3]=10.2 g of ethyl 4-chloro-2-ethoxybenzoate was dissolved in 5 ml methanol, and 2 ml of 1N sodium hydroxide was added, and the mixture was stirred at room temperature for 6 hours. The reaction mixture was ice-cooled and neutralized with 1N hydrochloric acid, followed by extracting with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and the solvent was evaporated, to give 0.20 g of 4-chloro-2-ethoxybenzoic acid.
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