A
```
\xrightarrow{AlCl_3}
```
B
```
\xrightarrow{RO^- Na^+}
```
C
```
\xrightarrow{H_3O^+, \Delta}
```
D
E
ibuprofène
Diagram 1. ibuprofen synthesis.
Questions:
a) Propose a mechanism to obtain B from A. To help you, this is a Friedel-Craft acylation reaction (2 pts)
b) Propose the mechanism to obtain C from B (1 pt)
c) Propose the mechanism for obtaining the molecule D from C. To help you, this is a four-step reaction: 1) hydrolysis of the ester group in an acid medium, 2) opening of the oxirane in an acid medium, 3) decarboxylation of the carboxyl group to give the enol and 4) tautomerization (2 pts).
