Coumarin, a naturally occurring compound isolated from lavender, sweet clover, and tonka
Chapter 24, Problem 24.58(choose chapter or problem)
Coumarin, a naturally occurring compound isolated from lavender, sweet clover, and tonka bean, is made in the laboratory from o-hydroxybenzaldehyde by the reaction depicted below. Draw a stepwise mechanism for this reaction. Coumarin derivatives are useful synthetic anticoagulants. o-hydroxybenzaldehyde CHO OH O C O CH3COO Na+ + + CH3COOH + H2O coumarin O O O C CH3 CH3
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