Your choice (4-bromoaniline) is

(It is also correct if you choose to separate benzoic acid first.)

Let's separate 4-bromoaniline.

If you want to make only 4-bromoaniline* water soluble, which aqueous solution will you add?

dilute aqueous HCl (a strong acid)
dilute aqueous NaOH (a strong base)

Click ADD to add the selected solution to the separatory funnel