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Topic: Ester to Carboxylic acid using acid and base reagents ??? help !!!!?  (Read 3403 times)

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Offline saint_john

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Ester to Carboxylic acid using acid and base reagents ??? help !!!!?
« on: December 02, 2010, 03:06:37 AM »
I have obtained this ester-like structure and now i have to react it with NaOH and HCl to form something resembling a carboxylic acid.

Can someone explain the step-wise mechanism that would lead to the product shown in the picture
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Offline discodermolide

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Re: Ester to Carboxylic acid using acid and base reagents ??? help !!!!?
« Reply #1 on: December 02, 2010, 07:51:41 AM »
Quote from: saint_john on December 02, 2010, 03:06:37 AM
I have obtained this ester-like structure and now i have to react it with NaOH and HCl to form something resembling a carboxylic acid.

Can someone explain the step-wise mechanism that would lead to the product shown in the picture

This question is really basic chemistry. My concern would be "what happens to the epoxide?"
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Offline saint_john

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Re: Ester to Carboxylic acid using acid and base reagents ??? help !!!!?
« Reply #2 on: December 02, 2010, 03:54:40 PM »
What would result if heat were added to the product shown in the picture ?

I'm guessing the epoxide would get broken down and CO2 released

but what would the mechanism look like step-wise??
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