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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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