ISSUE:

Good afternoon, I have a question regarding the following exercise: Let's see if you can help me predict the main product.
thank you so much

Hello
Let's see what you think of these products:

It is possible that the phenolic oxygen is deprotonated because of the excess hydroxide.




All the best

Hello forum member, regarding the hydrolysis of benzofuran-2,3-dione, it is a known reaction but not very widespread, as Glattuh points out in his first molecule, the result is:


This reaction is detailed in the book "Handbook of Heterocyclic Chemistry", in the 2nd and 3rd Edition, I leave you the most updated fragment of the 3rd edition, page 445, year 2010, what matters is underlined in yellow.


Regarding the reaction with Borohydride, it belongs to a selected problem from the Book "Mechanisms.Of.Reaction.In.Organic.Quimica.(Selected.Problems.Y.Solutions).-.Wc.Groutas", specifically the problem 80, which has both the starting substrate and the final product.



I do not understand what is the desire to deliver an exercise of these demanding the final result, when the same author understands that the idea is to develop the analytical capacity to propose the mechanism of how the final product was produced, and for this reason he shows the result in advance I leave you the solution that Groutas gave.


I hope it works for you, Regards