Is there a potentiometric method for monitoring salt formation in organic solvent?
Add methanol with excess $\ce{H2SO4}$ to your solution. In acid solution to can use HPLC to determine the concentration of your mystery goo compound. 
Add water to ppt whatever organic goo you're making. 
Mechanically separate your organic goo (filter, centrifuge.). Instead of 2-3 maybe solvent extraction?
Back-titrate excess $\ce{H2SO4}$ in water/methanol solution with $\ce{NaOH}$ and phenolphthalein. 




There has to be a wealth of information on the titration of "dicarboxylic acids" in methanol.