2-Ethyl-1-hexanol was needed for the synthesis of the sunscreen octyl p-methylcinnamate. Show how this alcohol could be synthesized (a) by an aldol condensation of butanal and (b) by a malonic ester synthesis starting with diethyl malonate.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter19: Enolate Anions And Enamines
Section: Chapter Questions
Problem 19.57P
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2-Ethyl-1-hexanol was needed for the synthesis of the sunscreen octyl
p-methylcinnamate. Show how this alcohol could be synthesized (a) by an aldol
condensation of butanal and (b) by a malonic ester synthesis starting with diethyl malonate.

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