Re: ORGLIST:hydroxyl protection

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From: guptapk (guptapk$##$icfre.org)
Date: Tue Aug 06 2002 - 00:27:24 EDT


Check the mechanism, if it is a free radical reaction see if you are carrying out the reaction in inhert atmosphere.

Dr. P. K. Gupta

bin hu wrote:

> Hi! s.mylswamy:
>
> in fact,there is some influences of secondary amine functionality
> present in the piperazine moiety .i have the
> same experience though that isn't piperazine.
> I think you can try to protect the hydroxy with
> TBDMS(t-Bu Dimethyl Silyl Chloride) .but the principle
> to select protecting group must base on the synthetic routine
>
> Good luck to you
>
> >From: "s.mylswamy" <mylswamys$##$yahoo.com>
> >To: everybody$##$orglist.net
> >Subject: ORGLIST:hydroxyl protection
> >Date: Sat, 27 Jul 2002 10:47:39 -0700 (PDT)
> >
> >Dear friends,
> >
> >Please suggest me a method to protect the hydroxyl
> >group of 2-hydroxyethyl piperazine. Actually I have
> >tried with DHP with pyridiniumparatoluenesulfonate as
> >catalyst.
> >
> >I have stirred the reaction mixture for about 8 hrs.
> >no reaction occured. after that i have refluxed the
> >reaction mixture for about 4 hrs. even then no
> >reaction occured. is there any problem with the
> >secondary amine functionality present in the
> >piperazine moiety.
> >
> >Thanks in advance
> >
> >S.Mylswamy
> >Anna University
> >INDIA
> >
> >
> >
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