Hydrochloric Acid → 4-Chloro-5-(4-chlorophenyl)isoxazole-3-carboxylic acid

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Reaction Steps

To a solution of ethyl 4-chloro-5-(4-chlorophenyl)isoxazole-3-carboxylate (20 mg, 0.07 mmol) in methanol (0.5 mL), an aqueous solution of 1N NaOH (140 μL, 0.14 mmol) was added. The mixture was left to stand at room temperature for 2 hours, the reaction mixture was acidified using a 1N HCl solution and methanol was removed in vacuo. The aqueous mixture was extracted with ethylacetate (3×3 mL), the organics combined, dried with MgSO4 and filtered before evaporation to dryness in vacuo to obtain 4-chloro-5-(4-chlorophenyl)isoxazole-3-carboxylic acid (18 mg, 0.07 mmol).

Provenance & Evidence