ORGLIST: re.synth. problem

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From: Sauter (Guido_Sauter$##$compuserve.com)
Date: Thu Jan 21 1999 - 15:17:49 EST


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"Dear friends,
I have synthesis problems and require some help from you.
I have a compound in this form (NH2)-Ar-CH2CHCl-R. I wish to start a
condensation reaction between the NH2 group and an aldehyde group but am
worried that if the secondary alkyl halide would also react with the
amine group simultaneously.
My question is, would the above mentioned competition take place under a
reflux condition in a purely organic solvent? if yes, do I have any way
to prevent it.
Hope to get some idea from all of you out htere.
Thanks in advance and regards,
Barnabas"

I think, don't worry, just do it.
Perhaps you will have some HCl-elimination. It depends of the reactivity
of your aldehyd.

Cheers

Dr. G. Sauter
Dept. of Chem.
Univ. of Cambridge
UK

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