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Topic: Reaction without base!  (Read 2709 times)

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Offline Kaladiscope

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Reaction without base!
« on: November 03, 2011, 09:32:09 AM »
Hi colleagues,

I'm planning to run a reaction between an ethylene glycol and P(NiPr), in order to synthesize a phosphite. Do you think that is possible to carry out without adding a base? if the answer is yes, how it calls this reaction?

Thanks!

Offline discodermolide

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Re: Reaction without base!
« Reply #1 on: November 03, 2011, 11:59:30 AM »
Hi colleagues,

I'm planning to run a reaction between an ethylene glycol and P(NiPr), in order to synthesize a phosphite. Do you think that is possible to carry out without adding a base? if the answer is yes, how it calls this reaction?

Thanks!

Yes this should work, I don't think the reaction has a name. You will eliminate two moles of HN(iPr)2 and form the cyclic compound.
You into phospholipids?
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Offline Kaladiscope

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Re: Reaction without base!
« Reply #2 on: November 03, 2011, 12:35:19 PM »
Yeah, i'm into phospholipids, doing stuff like linking to ethyleneglycol units.

But how can work the reaction? since this phosphorous is a nucelophile, it should attack the alcohol. But I can't see it without a base.


Offline discodermolide

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Re: Reaction without base!
« Reply #3 on: November 04, 2011, 03:27:53 PM »
Yeah, i'm into phospholipids, doing stuff like linking to ethyleneglycol units.

But how can work the reaction? since this phosphorous is a nucelophile, it should attack the alcohol. But I can't see it without a base.



Just add the phosphinamidate to the ethylene glycol. The O atoms are nucleophillic enough to displace the di-isoproplylamine.
Done it many times.
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