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Topic: TLC of secoindary amine  (Read 926 times)

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Offline Charle

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TLC of secoindary amine
« on: January 14, 2020, 05:09:29 AM »
I have done a reduction of an aliphatic nitro compound to the aliphatic amine. When checking the rxn by TLC (silica) all my starting material is consumed but my product (hopefully) are stuck on the baseline. I have tried different solvent ratios but it won´t move. Is this common, that amines get stuck on the baseline ?
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Offline OrganicDan96

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Re: TLC of secoindary amine
« Reply #1 on: January 14, 2020, 06:29:58 AM »
doesn't surprise me, you may get it to move in polar solvents like 10% Methanol in DCM, can add 1% triethylamine to reduce streaking. 
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Offline hypervalent_iodine

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Re: TLC of secoindary amine
« Reply #2 on: January 14, 2020, 03:58:14 PM »
As OrganicDan96 has said, this is very normal for amines. Methanol / DCM is a great solvent system for this. If you do use TEA, remember to pretreat you’re plates before running your TLC. I usually pretreat with my solvent system plus 5% TEA and then run with 1%.
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