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I'm doing an oxidation of an alcohol with Dess–Martin periodinane which works really well but having trouble with the work up. Doing this reaction with about 5 g of alcohol so the reaction ends up using about 17 g of DMP. As the reaction progresses the DMP byproduct crashes out. And working up turns it into a gun that is quite difficult to remove
Running reaction in DCM and work up with bicarb. Even after filtration DMP is still present. Separates fine on a column but with how much there is it seems to be trappings some of my product. I've read that a thiosulphate wash is also used in these reactions, but I don't think this will be useful to get rid of the gum.
Any suggestions?
2026-10-28