I am stuck on this mechanism ... what i have done is first protonate the double

Question

I am stuck on this mechanism ... what i have done is first protonate the double bonded O on the carboxylic acid and then done an intramolecular attack from the ether in the ring and formulated a plus charge on that O wiich is attached to a carbon that has two alcohols and another carbon that is attached to the O-R group and then the carbon that is attached to the ring.. I am sorry my explanation of where im stuck is not well written.. please help in any way.. and i am not sure if i have even made the correct initial steps.

THANKS SO MUCH FOR ANY HELP

Explanation / Answer

H+ from the acid will attack the OH group present. This will result in the removal of H2O and bringing a positive charge in the C of C=O. Now the Oxygen in the ring will attack the positive charge (donate lone pair) in the C=O with a positive charge as it is highly unstable. This will bring positive charge in the Oxygen which is again highly unstable. So the bond with the other carbon which is connected to ether group will break giving positive charge to that (+)C-O-C' bond. Now the Oxygen will give the long pair removing CH3+ which will react with OH to give the final products.

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