The synthesis of methyl 5-hydroxy-2-methyl-3-oxo-1-cyclopentene-1-carboxylate : The methyl ester of a picrotoxinin degradation product

Add time:09/09/2019    Source:sciencedirect.com

The known methyl 2-methyl-3-oxo-1-cyclopentene carboxylate was acetoxylated by reaction with N-bromosuccinimide and subsequent treatment with silver acetate. Methanolysis of this acetoxy compound yielded methyl 5-hydroxy-2-methyl-3-oxo-1-cyclopentene carboxylate. Reaction of silver 3,5-dinitrobenzoate with the intermediate bromo compound yielded the corresponding 3,5-dinitrobenzoate, which was identical with that derived from a picrotoxinin degradation product.

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