The Vespiary
The Hive => Newbee Forum => Topic started by: periannath on March 15, 2003, 08:48:00 PM
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(I was going to post this to the tryptamine forum but since this could be applicable to any amine I decided to post here.)
Say I had just reduced melatonin to 5-MeO-NET with LiAlH4 or whatever and reacted it with an excess of methyl iodide to form the quaternary ammonium salt 5-Methoxy dimethylethyltrypammonium iodide. I would get a mixture of 5-MeO-DMT and 5-MeO-MET when I dequat. Correct? :)
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All I need is a simple yes or no. If no I would appreciate a reason.
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You will likely get almost exclusively 5-MeO-MET, as methyl groups are removed preferentially in most dequaternization reactions.
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Thanks! That was the answer I was hoping for. However I now realize It might be easier methylated with formaldehyde. :)
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If you UTFSE you will see that not many formaldehyde methylations are tryptamine-friendly (NaBH3CN being an exception).