/sci/ - Science & Math

This one stumped me chemchuds.
Seems obvious that it starts with a reduction of the ketone to an alcohol. The molecular formula shows the product as having one oxygen and two carbons less, which must mean that the ether group was cleaved off somehow.
There's already a problem here, without even considering the mechanism: According to the molecular formula, there should be 16 hydrogens in the product. However, no matter what you do, the reduction + ether cleavage always result in a product that has 17 hydrogens in total.
Mechanistically, I habe no idea how you would even try to cleave the ether.