Monoamine
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Is LiH a strong enough base to deprotonate indole
So I want to protect the indole nitrogen for a reaction, but all I have is LiH and elemental Na (which seems a bit crude...). Assuming it would work,
i would then be able to protected the indole nitrogen using something like acedtic anhydride or BOK, etc...
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Dr.Bob
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Yes, it should deprotonate the indole N-H. Almost anything will work for that. I think many indoles can use K2CO3 for installing a Boc or acetyl
group. In DMF or acetone maybe.
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zed
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Acetic Anhydride might not be a good choice to protect Indolic Nitrogen. In general, it is not wildly reactive.
The Hydrogen-Nitrogen bond is however vulnerable to reacting directly with ketene.
Ketene is quite dangerous, but it is easily generated from acetone.
https://patentimages.storage.googleapis.com/1d/e0/c9/8fae8b1...
[Edited on 7-9-2023 by zed]
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