Dear Sir. Concerning your issue about the difference between Ethel acetate and Methanol in extraction process. Methanol is a polar protic solvent which also can act as a nucleophile. Ethyl acetate is a polar aprotic solvent, non-nucleophilic in nature. There is a possibility that your compound might have reacted with metanol.However, if you actually ran your second TLC in metanol, your compound might have moved all the way up with the solvent front because methanol is very polar. If you use any kind of stain for TLC developing, you can easily check it. I think the following below links may help you in your analysis: