WM5

Synthesis of Salicylic acid

Phenol differs from salicylic acid by only one functional group.

  • Difficult to ensure position of new group when modifying

\begin{equation} C_{6}H_{5}OH+CO_{2}\Rightarrow C_{6}H_{4}(OH)COOH{}\nonumber \\ \end{equation}
  • 100% atom economy

Aspirin

  • Derivative of Salicylic acid with fewer side effects

  • Not soluble, so was first medicine sold as a tablet

Development of Medicines

  • Expensive and time consuming to develop new drugs

  • Patents prevent other firms from copying drugs for a period of time

  • Medicines often have alternative uses that are discovered later

    • Aspirin and heart disease