Make sure the gassed toluene solution is slightly acidic (about pH 5). Strip off the solvent in a rotovap and dissolve the residue in water. Filter the solution if necessary, and optional, add some active carbon to remove some crap. Basify the aqueous solution and extract the free base. Since I assum some form of halogenation is to be performed why don't you make the acetate right away?
To a solution of the free base in toluene add GAA until pH 5. Remove any water by azotropical distillation in the rotovap. Example: 200 ml wet toluene is slowly distilled at 140 mbar and 40-44°C (vapour temperature). When the vapour temperature climbs to >48°C the solution is pratically dry. Then lower the pressure to 80 mbar and remove almost all of the toluene. To the in most cases oily residue, add 15-20 volumes dry EtOAc and distill off half the volume of solvent. This removes the last traces of water which might inhibit the crystallisation. Let the solution cool to room temperature while scratching the walls now and then with a glass rod. If crystalisation has not begun when the solution has reached room temp, remove about one third of the remaining solvent and repeat the cooling and scratching.
This method works every time for me. It can also be used to make salts with sulphuric acid, oxalic acid (use MeOH or IPA), fumaric acid (use MeOH or IPA), hydrochloric acid and so on. Remember that there are other solvents too. If you encounter problems with toluene, then try IPA alone or IPA/EtOAc for example. Don't be afraid to try different solvents. The amine won't be destroyed. It's happily protonated and couldn't care less.
