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Topic: Basic sandmeyer reaction procedure  (Read 8622 times)

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Offline democanarchis

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Basic sandmeyer reaction procedure
« on: May 10, 2010, 12:38:49 PM »
I've been trying to find a reference for a generic sandmeyer reaction, eg. Ar-NH2 -> Ar-Cl using NaNO2, CuCl and HCl. Any recent papers are on ionic liquid/solid phase adaptations, and my institution doesn't have access to older papers. I want to try the reaction but can't find a paper that gives a basic experimental procedure. Can anyone point me to one? Thanks

Offline pacifyer

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Re: Basic sandmeyer reaction procedure
« Reply #1 on: May 13, 2010, 03:59:10 PM »
In ionic liquid:
A. Hubbard, T. Okazaki, K. K. Laali, J. Org. Chem., 2008, 73, 316-319.

 ;D

Offline 408

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Re: Basic sandmeyer reaction procedure
« Reply #2 on: May 13, 2010, 04:19:11 PM »
Cool to 0 the amine and acid.  Dropwise add nitrite with temperature control.  Add CuCl in HCl solution under same temperature control.  Wait a while.  Work up rxn.

Offline bromidewind

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Re: Basic sandmeyer reaction procedure
« Reply #3 on: May 14, 2010, 03:33:00 AM »
OrgSyn.org most likely has a good basic reaction. I'd pull it up for you, but the site is down right now.

Offline AWK

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Re: Basic sandmeyer reaction procedure
« Reply #4 on: May 14, 2010, 07:32:48 AM »
Vogel
Textbook of Practical Organic Chemistry
AWK

Offline democanarchis

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Re: Basic sandmeyer reaction procedure
« Reply #5 on: May 14, 2010, 07:35:25 AM »
Vogel
Textbook of Practical Organic Chemistry

Thanks, found it in the library, just what I was looking for.

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