a. Identify intermediates AC in the following stepwise conversion of
Chapter 23, Problem 23.56(choose chapter or problem)
a. Identify intermediates AC in the following stepwise conversion of p-isobutylbenzaldehyde to the analgesic ibuprofen. NaBH4 CH3OH H3O+ [1] PBr3 [2] NaCN [1] LDA [2] CH3I COOH p-isobutylbenzaldehyde CHO ibuprofen ABC b. Direct alkylation of D by treatment with one equivalent of LDA and CH3I does not form ibuprofen. Identify the product of this reaction and explain how it is formed. COOH D
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