Your choice (conc. NaOH) is

• You need to add concentrated* NaOH until the solution becomes basic. This process is called basification*.
• In an basic solution, p-chloroaniline* is no longer protonated* and no longer very soluble in aqueous solution.

Let's add conc. NaOH dropwise until the solution becomes basic.

Watch what happens after each addition!

ADD

Organic Web Chem University of Alberta