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Topic: How to get ride of Ph3PO?  (Read 6674 times)

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Offline faust

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How to get ride of Ph3PO?
« on: November 12, 2005, 06:33:34 AM »
Hello.

I have done this reaction :

HOOC-RCH=CH2 + O3 / Ph3P , then, in one pot, Ph3P=CHCOOEt.

And after my chromatography colum, I still have Ph3PO in my purified product! I don't understand why... because I have a RF of 0.4 for my product and 0 for Ph3PO...

So... how can I get ride of this triphenylphosphine oxid?

Thank you

Faust
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Offline Mitch

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Re:How to get ride of Ph3PO?
« Reply #1 on: November 12, 2005, 01:02:05 PM »
Its everywhere. I've seen it up to 2 synthetic steps beyond when I've first used it.
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Offline HP

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Re:How to get ride of Ph3PO?
« Reply #2 on: November 12, 2005, 01:58:15 PM »
What about if use Triphenylphosphine polymer bounded reagent on filled reaction column. Then no free Ph3PO in your product i guess.
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xpp

AgG

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Re:How to get ride of Ph3PO?
« Reply #3 on: November 13, 2005, 02:33:19 AM »
reduce the oxide and try to precipitate the ph3po?
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laotree

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Re:How to get ride of Ph3PO?
« Reply #4 on: November 13, 2005, 06:33:57 AM »
Ph3PO is easy to crystalize from ethylacetate, before doing column, using ethylacetate to get rid of most of your Ph3PO. It is a trick I used in Mitsunobu reaction work up.

ecompound
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Offline faust

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Re:How to get ride of Ph3PO?
« Reply #5 on: November 13, 2005, 08:47:26 AM »
how do you do that? It seems to be soluble in ethyl acetate... because I eluted my column with 100% of AcOEt, and when I evapored the AcOEt I got my final product and cristals of Ph3PO...
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Offline movies

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Re:How to get ride of Ph3PO?
« Reply #6 on: November 13, 2005, 06:52:12 PM »
Can you distill your product away from the phosphine oxide?
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