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Reducing Amides with Cl group attached
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Topic: Reducing Amides with Cl group attached (Read 3049 times)
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Jd1828
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Reducing Amides with Cl group attached
«
on:
January 23, 2008, 10:52:16 PM »
I was thinking about reducing amides and I had a question that I cant figure out. Is there a way to reduce a chloroamide like (Cl-CH2-CONH-R) to give an amine while leaving the Cl group alone?
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agrobert
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diels alder
Re: Reducing Amides with Cl group attached
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Reply #1 on:
January 23, 2008, 11:12:18 PM »
Check out
http://en.wikipedia.org/wiki/Aluminium_hydride#Uses
Specifically the reduction of an acid in the presence of an alkyl halide. AlH
3
is not an exclusive reagent for this reaction but it should work. I have not done or seen it before but LiAlH
4
is a strong reductive reagent used for amides but I don't know how selective it would be. Try it on a small scale.
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Reducing Amides with Cl group attached