(Image: http://www.imageafter.com/image.php?image=b20architecture_exteriors280.jpg&dl=1)Alkaloid salts are generally quite water soluble, but freebase alkaloids are more easily dissolved in organic solvents such as chloroform. (If I remember correctly, most alkaloids naturally occur in their salt form, but don quote me on that.)These properties can be exploited to further purify alkaloids through an acid base extraction process. There are a couple different ways of going about it, but the process generally involves using one solvent to extract the alkaloids along with other “junk”, converting the alkaloids to a different form, and then separating them from the “junk” by dissolving them in a different solvent.A couple example A/B extraction processes:polar solvent basify nonpolar solventSalt containing material > Salt + polar junk > freebase + polar junk > freebase (in solution)basify nonpolar solvent acidifySalt containing material > Freebase containing material > freebase + nonpolar junk > Salt (as precipitate)This is sort of the idea behind the Swiss Water Process of coffee decaffeination.
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