ORGLIST:N-dealkylation of tertiary amines

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From: samarium Steiner (neptunium$##$gmx.net)
Date: Thu May 06 2004 - 02:52:09 EDT


Hi everybody,

I need to remove a methyl group attached to the N of a piperazine system.
the molecule is rather complex (a bicyclononane system functionalized by
groups such as ureate and amide). The standard method using 1-chloroethyl
chloroformate in 1,2-dichloroethane at 85deg C (we also tried dioxane and
diglyme at temperatures up to 140deg C)failed.
The use of DEAD in toluene at 100deg C also did not cause any conversion.

Does anybody have a solution for this problem?

Thank you very much,

greets samarium

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