ORGLIST: maleimide

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From: Witek Mozga (mozga$##$trimen.pl)
Date: Wed Sep 19 2001 - 10:38:32 EDT

Hello,

I`ve been trying to react a compound containing a maleimide moiety
with another fragment in simple acylation reaction. The reaction seems
to proceed in anhydrous environment (analysis by TLC) and the
product forms. However after aqueous workup the isolable amount of
the product is rather poor.

I wonder about stability of the maleimide under aqueous conditions.
Does anyone know how it behaves?

Might the ring open in acidic or basic conditions?
Might the double bond react with water?
Can the double bond react with HCl (gaseous and aqueous) easily? If
so, can the HCl be subsequently eliminated by a base?

In other words, can I safely wash the compound containing the
maleimide with 2M HCl, 2M K2CO3 and brine?

Witek
http://www.trimen.pl/witek/
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