Hello all, I have a question regarding removal of lutidine from a reaction. I am using 2,6-lutidine as a base in a sulfinylation of an alcohol and I would like to remove it by washing or chromatography. At this point, I don't know enough about sulfinate esters to know whether or not they are labile during chromatography. In a test reaction with neopentyl alcohol, a sulfuric acid wash step removed the lutidine. However, my alcohol has an acid-labile protecting group elsewhere in the molecule, so this step would not work. When I have run sulfonylation reactions with triethylamine as a base in the past, I have used bicarbonate washes to remove the excess triethylamine successfully. However, bicarbonate did not remove the lutidine in our test reaction, based in H-1 NMR. Someone suggested that a copper sulfate wash can remove pyridine, and that it might work with lutidine also. Does anyone have any suggestions as to the removal of this base? Any input is appreciated, thank you.