Im trying to synthesize imine base from salycilaldehyde and naphtylamine using ethyl lactate as solvent.. everytime I tested them on TLC, naphtylamine always show under UV light, and they say using ethyl lactate will always give out solids, but this time I dont (I got liquid), while using 80% ethyl lactate gave me oily product (red liquid that separates from the solvent).. ive tried washing in hexane and dcm but all the compound was extracted too. was imine base that labile even in TLC it hydrolyzed? What can i do to isolate my imine and get the solid form?

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