The synthesis of ibuprofen (1 of 3)
Boots’ method of making ibuprofen described in their patent starts from the compound 2-methylpropylbenzene, (Figure 7).
Figure 7: Structure of 2-methylpropylbenzene
2-methylpropylbenzene can be made from compounds separated from crude oil and has a similar carbon skeleton to that of ibuprofen.
What is the only functional group of 2-methylpropylbenzene?
A benzene ring.
What type of reactions does this functional group usually undergo?
What extra functional group does ibuprofen have compared with 2-methylpropylbenzene?
A carboxylic acid.
What sorts of reactions can be used to prepare this functional group?
Oxidation of primary alcohols and aldehydes, hydrolysis of nitriles, hydrolysis of acid derivatives such as acid chlorides, esters, and amides.