Chapter 17.6, Problem 4LTS

Interpretation Introduction

Interpretation: For the given transformation an efficient synthesis should be proposed.

Concept introduction:

• When approaching a synthesis problem two questions should be asked

1. 1. 1.  Is there a change in the carbon skeleton?
   2. 2. Is there a change in the position or identity of the functional group

• When approaching a synthesis problem, should not encounter a one-step method
• The desired transformation can achieve in two steps
• There are two ways to introduce functionality at a benzylic position

1. 1. 1. Oxidation, which produces benzoic acid at benzylic position
   2. 2. Radical bromination, which produces benzylic halide.