One potential synthesis of the antiinfl ammatory and
Chapter 22, Problem 23.55(choose chapter or problem)
One potential synthesis of the antiinfl ammatory and analgesic drug nabumetone is chloromethylation ( 22.48) of 2-methoxynaphthalene followed by an acetoacetic ester synthesis (Section 19.6). 2-Methoxynaphthalene Nabumetone O Cl MeO MeO MeO 1 8 7 6 2 3 4 5 CH2O HCl acetoacetic ester synthesis (a) Account for the regioselectivity of chloromethylation at carbon 6 rather than at carbons 5 or 7. (b) Show steps in the acetoacetic ester synthesis by which the synthesis of nabumetone is completed.
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