A number of compounds of the type represented by compound A were prepared for evaluation

Chapter 21, Problem 21.51

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A number of compounds of the type represented by compound A were prepared for evaluation as potential analgesic drugs. Their preparation is described in a retrosynthetic format as shown. N N N R R R R' R' O RN(CH2CH2CO2CH2CH3)2 O O + RNH2 On the basis of this retrosynthetic analysis, design a synthesis of N-methyl-4-phenylpiperidine (compound A, where R=CH3, R=C6H5). Present your answer as a series of equations, showing all necessary reagents and isolated intermediates.

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