How do I get rid of any DCU, which appear as a by-product from coupling reaction with DCC method especially if the product is insoluble in chloroform and dichloromethane? It is always appear in nmr spectra and cannot be detected on TLC
If your compound is insoluble in DCM, u can simply wash your compound with excess of DCM. DCU has sufficient solubility in DCM. Repetitive trituration with DCM can also serve your purpose. Other option is changing the coupling agent from DCC to EDC. In later case the urea byproduct is water soluble and will get rid off while aqueous work up.
I have obtained DCU as an additional product in esterification using DCC. I get rid of it by filtration, but it is not enough because it precipitates continuously from solution. When ester is purified by flash column chromatography, DCU is definitely eliminated.
I agree with Professor Rodriguez. The only limitation of flash column chromatography is your product should be non-polar than DCU. If it is polar than DCU, DCU will continue eluting slowly at whatever polarity you run it.