KProblem 25 of 35SubmitDraw the major product of the reaction shownbelow. Ignore inorganic byproducts.OHPhOHPhcold H2SO4Select to Draw

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Answered: K Problem 25 of 35 Submit Draw the…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.SE: Something Extra

Problem 63AP: As far back as the 16th century, South American Incas chewed the leaves of the coca bush,...

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As far back as the 16th century, South American Incas chewed the leaves of the coca bush, Erythroxylon coca, to combat fatigue. Chemical studies of Erythroxylon coca by Friedrich WĂ¶hler in 1862 resulted in the discovery of cocaine, C17H21NO4, as the active component. Basic hydrolysis of cocaine leads to methanol, benzoic acid, and another compound called ecgonine, C9H15NO3. Oxidation of ecgonine with CrO3 yields a keto acid that readily loses CO2 on heating, giving tropinone. (a) What is a likely structure for the keto acid? (b) What is a likely structure for ecgonine, neglecting stereochemistry? (c) What is a likely structure for cocaine, neglecting stereochemistry?
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K Problem 25 of 35 Submit Draw the major product of the reaction shown below. Ignore inorganic byproducts. OH Ph OH Ph cold H2SO4 Select to Draw