Journal
TETRAHEDRON
Volume 57, Issue 25, Pages 5335-5338Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(01)00456-2
Keywords
alkylation; benzopyran; chromene; dealkylation; decarboxylation
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5-Methoxy-2,2-dimethyl-2H-1-benzopyran-6-propanoic acid methyl ester was prepared in five steps and approximately 20% overall yield from 2,4-dihydroxybenzaldehyde. The two key reactions are the chromenylation between the unchelated hydroxyl group and C-3 of the resbenzaldehyde and the demethoxycarbonylation-alkylation of dimethyl malonate with a quaternary ammonium iodide. (C) 2001 Elsevier Science Ltd. All rights reserved.
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