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Topic: how does the ring form??  (Read 2732 times)

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Offline ben809

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how does the ring form??
« on: December 09, 2011, 05:27:10 PM »
(attached is the reaction scheme)
So i'm trying to figure out how this oxazalidinone ring forms:

The reagents are Potassium carbonate, and its heated to 135 degrees celsius. My prediction is that the OEt group would leave and the alcohol would be deprotonated by it. This will then cause a bond to form the ring structure.

Please let me know what you think, I've attached the picture.
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Offline discodermolide

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Re: how does the ring form??
« Reply #1 on: December 09, 2011, 10:08:56 PM »
Quote from: ben809 on December 09, 2011, 05:27:10 PM
(attached is the reaction scheme)
So i'm trying to figure out how this oxazalidinone ring forms:

The reagents are Potassium carbonate, and its heated to 135 degrees celsius. My prediction is that the OEt group would leave and the alcohol would be deprotonated by it. This will then cause a bond to form the ring structure.

Please let me know what you think, I've attached the picture.

What role is the potassium carbonate playing here?
This process is a transesterification.
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Offline Telamond

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Re: how does the ring form??
« Reply #2 on: December 10, 2011, 04:47:15 AM »
How is the experiment set up? Why do you need to heat the reaction to 135 C?
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Offline Dan

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Re: how does the ring form??
« Reply #3 on: December 10, 2011, 05:02:01 AM »
Standard BAC2 mechanism
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