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Topic: POCl3 use as an acylating reagent  (Read 13003 times)

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Offline lutesium

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POCl3 use as an acylating reagent
« on: April 26, 2008, 09:05:48 PM »
Dear Sir/Ma'am

I have a paper at which it shows a Carboxylic Acid + Amine forming an amide by the addition of POCl3!!! There must be an Acyl Halide intermediate right??? So here's my question:

Can POCl3 be used as an acylating reagent???


Lutesium...
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Offline macman104

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Re: POCl3 use as an acylating reagent
« Reply #1 on: April 26, 2008, 11:54:30 PM »
I believe POCl3 will form the acyl chloride, similar to the mechanism in the Vilsmeier-Haack Reaction
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Offline g-bones

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Re: POCl3 use as an acylating reagent
« Reply #2 on: April 27, 2008, 02:44:51 AM »
Quote from: macman104 on April 26, 2008, 11:54:30 PM
I believe POCl3 will form the acyl chloride, similar to the mechanism in the Vilsmeier-Haack Reaction

Are you thinking of PCl3? this will turn a carboxylic acid to an acid chloride, like SOCl2
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Offline macman104

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Re: POCl3 use as an acylating reagent
« Reply #3 on: April 27, 2008, 04:36:10 AM »
No, but similar to vilsmeier-haack which turns a amide into a intermediate chloride.
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