ORGLIST: oximation

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From: DUFRASNE FRANCOIS (dufrasne$##$ulb.ac.be)
Date: Wed Sep 15 1999 - 09:56:44 EDT

Hello to the chemists world.

I have some problems to transform a ketone into an oxime. The starting
material is N,N-dicyclohexylamine camphorsulfonamide, which has a ketone
group in position 2. I've tried 2 équ. hydroxylamine hydrochloride + 2.5
équ. NaOH in EtOH (reflux 2h): there was a precipitate appearing on the
addition of NaOH, which was starting material. I applied the same conditions
but in MeOH: no precipitate but no transformation.
How can I perform the oximation of my ketone.

Thanks.



DUFRASNE FRANCOIS
Assistant professor
Laboratoire de Chimie Pharmaceutique Organique
Université Libre de Bruxelles, Institut de Pharmacie
Boulevard du triomphe, Campus Plaine, CP 205/5
1050 Brussels Belgium
Tél.: Belgian code+2+650.52.35 Fax: Belgian code+2+650.52.49

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