Column Chromatography does not match the TLC w/same solvent
Mainly this type of problem arises when TLC system is not properly developed. For your kind information why are you doing a column if you have COOH group in your molecule, extract your compound into sat NaHCO3 sol. to make sodium salt of acid which will be pure. I you really want to do a column try to develop new TLC system may be using MeOH/DCM, Acetone/DCM,CHCl3,PetEther.
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