Organic Chemistry II

Problem Set 7
Synthesis

Show the steps you would use to synthesize the compounds below using toluene, benzene, any
straight chain carboxylic acid, and alkyl halide with 4 or fewer carbons, and any common reagents
you might need.

1. H3C C Cl

NH2
2.

Br

CH3
3. O
O N C CH3

CH3

OH

C O
4.

N
O
O
5. CH CH CH3

Br
6.
Br CH2 CH CH3

7.

O2N CH2CH3

8. t-But t-But

9.

C OH