Which of the Following Would Provide the Best Synthesis of 3-Ethyl-6-Methyl-2-Heptanone

question 23

Multiple Choice

Which of the following would provide the best synthesis of 3-ethyl-6-methyl-2-heptanone?

• A)Ethyl acetoacetate + NaOC₂H₅ + CH₃CH₂I; then KO-t-Bu + (CH₃)₃CCH₂CH₂Br; then NaOH; then H₃O⁺; then heat
• B)Ethyl acetoacetate + NaOC₂H₅ + (CH₃)₃CCH₂Br; then KO-t-Bu + CH₃CH₂I; then NaOH; then H₃O⁺; then heat
• C)Ethyl acetoacetate + NaOC₂H₅ + (CH₃)₂CHCH₂CH₂Br; then KO-t-Bu + CH₃CH₂I; then NaOH; then H₃O⁺; then heat
• D)Ethyl acetoacetate + NaOC₂H₅ + (CH₃)₂CHCH₂CH₂CHBrCH₂CH₃; then NaOH; then H₃O⁺; then heat
• E)Ethyl acetoacetate + NaOC₂H₅ + CH₃CH₂I; then KO-t-Bu + (CH₃)₂CHCH₂Br; then NaOH; then H₃O⁺; then heat

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