RE: ORGLIST: oximation

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From: Thomas Høeg-Jensen (TSHJ$##$NOVO.dk)
Date: Thu Sep 16 1999 - 03:43:43 EDT


Oximes are often made in ethanol-water using sodium acetate as base.
That might help your solubility problems.

Good luck, Thomas

----------------------------------------
Thomas Hoeg-Jensen, Ph.D
Novo Nordisk A/S, Denmark

-----Original Message-----
From: owner-orglist$##$dq.fct.unl.pt =
[mailto:owner-orglist$##$dq.fct.unl.pt]On
Behalf Of DUFRASNE FRANCOIS
Sent: 15. september 1999 15:57
To: Multiple recipients of list orglist
Subject: ORGLIST: oximation


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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