From: Herb Hedgecock (h.hedgec$##$morehead-st.edu)
Date: Mon Sep 27 1999 - 10:50:34 EDT
If you converted both the carboxylic acid and the alcohol to the
chloride (thionyl chloride), then react with excess ammonia. You
would have to add the 16-chlorohexadecanoyl chloride slowly to the
excess ammonia, but this should work. This all assumes that both
OH groups would react with the thionyl chloride before lactone
formation. Sounds like you could drop the starting material into
an excess of hot thionyl chloride to control that.
Dr. T.P. Radhakrishanan-(RS) wrote:
> can anybody suggest me the method of convering 16-hydroxy
> hexadecanoic acid into 16-amino hexadecamide. we are converting the acid
> to acid chloride and then planning to do ammonia rex for getting the amide
> but for that we need to protect the hydroxy from making the lactone with
> the acid chloride. is there any protacting group which can protect the
> hydroxy group during the acid chloride formation and at the same time in
> the next ammonia rex. we get ammide from acid cholide and amine from
> protecated OH group so tha tfinnally we end up with 16-amino
> hexadecanamide.
>
> thanks a lot.
>
> sonika
>
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