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Propose a synthesis for each of the following

Chapter 23, Problem 23.59

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QUESTION:

Propose a synthesis for each of the following transformations: N O (a) COOH (b)

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QUESTION:

Propose a synthesis for each of the following transformations: N O (a) COOH (b)

ANSWER:

Step 1 of 8

(a) Synthesis of N-benzyl-N-methylacetamide:

Reaction of benzene with methyl chloride (using AlCl3 as a catalyst) produces toluene; free-radical bromination with NBS leads to benzyl bromide.

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