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Topic: Reducing Amides with Cl group attached  (Read 3049 times)

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Offline 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?

Offline agrobert

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Re: Reducing Amides with Cl group attached
« 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. AlH3 is not an exclusive reagent for this reaction but it should work.  I have not done or seen it before but LiAlH4 is a strong reductive reagent used for amides but I don't know how selective it would be.  Try it on a small scale.
In the realm of scientific observation, luck is only granted to those who are prepared. -Louis Pasteur

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