Hello, I have synthesized a compound with two quaternary ammonium groups and two cyanide groups. I did the reaction in dmf, and after the reaction I poured the reaction medium onto ice-cold water. A little precipitate formed, but I think this is not the compound I want, my compound is still in water. Can you recommend a way to decrease the solubility of the quaternary ammonium compound in water? I cannot boil the aqueous solution since I need the cyanide groups. I thought it might be useful if I add some salt with big anions (like potassium phthalate or citrate). What do you think? Additionally, may I use toluene to drive off water as an azeotrope mixture? If so, how can I do it? I am waiting for replies, thank you for your interest.