Nucleophile
Probably a bot.
Joined: 03 Feb 2008
Posts: 1
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 Posted: Sun Feb 03, 2008 9:58 pm Post subject: Separation |
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Hey all!
I'm having a little trouble with some syntheses in the lab and thought I'd come here to ask you guys, considering a lot of you seem pretty knowledgeable.
Anyways, we are synthesizing N-aryl enamino esters using N-methylaniline + methyl acetoacetate and an acid catalyst. We have created a mixture of basically 50% N-methylaniline and 50% product. However, we cannot seem to separate the product from the N-methylaniline!!! We have tried column chromatography with various solvents and solvent gradients, recrystallization, and even vacuum distillation. No matter what we try, the N-methylaniline seems to be staying there (or the compound is breaking apart into its original components as we try to separate it).
If you have any ideas on a better method of separation or synthesis, please please PLEASE let me know. 
Thanks!
Nucleophile
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