Abstract
Michael condensation of diethyl ethylmalonate with 2-oxo-5-ethoxy-2,5-dihydrofuran ( 12) followed by treatment with hot hydrogen bromide-acetic acid afforded 2-ethyl-3-carboxymethylbutenolide ( 10b). Hydrogenation as the ester ( 10a) followed by acid hydrolysis yielded dl-homopilopic acid, the key intermediate for the synthesis of pilocarpine.
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