Organic Chemistry: Synthesizing w/ Potassium tert-Butoxide

[n77ler]

Organic Chemistry!

Ok so I've been looking absolutely everywhere and cannot find an example to go by ANYWHERE... how in the world does a mechanism work for the synthesis using the catalyst potassium tert-butoxide?? The reactant is 2-bromo-3-methyl-butyl-4-benzene. Any hints at all would be helpful!

 

[chemisttree]

t-Butoxide can be considered a strong, non-nucleophilic base. Find your most acidic proton in the structure and deprotonate. This looks like an elimination reaction as presented and the t-butoxide won't be catalytic... you need a full equivalent. Is there another portion of the problem that you haven't shared with us?

Nice benzylic proton in that compound, btw.