[kimmy123]

I am having trouble with a mechanism that asks to convert a five-membered ring into a six-membered ring using catalytic H₂SO₄.
I first begin with lone pair on the O (of OH) grabbing one H from H₂SO₄. Then the H₂O leaves leaving behind a + sign. A bond on the ring then breaks to attach to the carbon, forming the six-membered ring. However, afterwards, I am unsure how to proceed.

[rolnor]

 An you draw the scheme+mechanisms you have figured out?

[kimmy123]

An you draw the scheme+mechanisms you have figured out?

[rolnor]

Your mechanism is wrong in some places, if you look at the ketone carbonyl in the final product, where can this be found in the startingmaterial? Look at the carbon connected to the hydroxymethyl carbon in the startingmaterial.