Reaction of title compound with acid and heat

I was asked:

  1. Does protonation occur to the electronegative oxygen?
  2. What is the function of the heat?

I think that there will be protonation at C-3 which will break the aromaticity and the ring will open to form a diketone product.


1 Answer 1


Your answer looks perfectly reasonable. Acid hydrolysis of furans is a well established route to 1,4 diketones. The heat is required to overcome the resonance stabilisation of the furan ring.


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