1. The problem statement, all variables and given/known data Problems: http://imgur.com/qN7Iq 2. Relevant equations n/a 3. The attempt at a solution For the synthesis, I tried opening the epoxide with HBr and then adding OMe- in HOMe to substitute the Br with the OMe group in the product. However, I am unsure how to substitute the alcohol (from the epoxide opening) into the ethyl group (my friend also suggested Grignard's, but I'm not familiar with tha reaction). For the mechanism problem, I can't seem to figure out how a double bond can be formed on the 3-4 carbon bond, since an elimination on the Br would leave a double bond on the 2-3 bond. I might be completely off the right track, so I appreciate any help on the issue. Thanks!