Re: ORGLIST:synthesis using triphenylphoshine

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From: Richard Bychowski (noEmail$##$given.for.spam)
Date: Sun Sep 07 2003 - 14:27:26 EDT

I have isolated non-covalent dimers with organic compounds and
triphenylphosphine oxide (similar to isolating a compound as a
hydrate). Triphenyphosphine oxide is very "sticky". You probably
purified on silica. I would try a different purification (try
different eluent, or reverse-phase, crystallize, etc., anything
different). Or you might have better luck purifying the acid or as a
different ester.

Good Luck!

Richard Bychowski

On Friday, September 5, 2003, at 05:49 PM, Anna P wrote:

> Dear Colleagues,
> I am trying to prepare Methyl 3,5-Divinylbenzoate from Methyl
> 3,5-Bis(bromomethyl)benzoate by reaction with triphenylphosphine in
> methylene chloride.
> ( as per Macromolecules, Vol24, No.5, 1991).
> Unfortunately, every time I synthesize the compound nmr data & TLC
> shows that my compound is impure. It looks like phosphine oxide or
> other side reaxn is going on. Has anyone worked with
> triphenylphosphine compounds before and faced these problems? Please
> advice.
> thanks for your time,
> Dr. Anna Prakash
> Arizona State University
> Tempe, AZ, USA
>
>
>
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>
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