question archive Draw the structures of the organic products in each reaction of the following two-step synthesis

Draw the structures of the organic products in each reaction of the following two-step synthesis

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Draw the structures of the organic products in each reaction of the following two-step synthesis. (Hint: The nucleophilic amine attacks the electrophilic carbonyl carbon, and the resulting intermediate undergoes a proton shift and dehydration. Recall what is eliminated in a dehydration process. The second step is a reduction reaction; the reducing agent is NaBH3CN (or H2, metal catalyst). The aromatic ring is unaffected by these reagents. Look at the product of the first reaction and consider what can be easily reduced.)

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