I need to figure out synthesis! How can I go from a cyclohexane to a 3-methoxycy
ID: 772571 • Letter: I
Question
I need to figure out synthesis! How can I go from a cyclohexane to a 3-methoxycyclopentene? And how can I go from a 2-methyl, pentan-2-ol to a 3-Bromo, 2-methyl propane? For the first synthesis, I use Br2 and light to form bromocyclopentane, then used high conc. tert-BuO- and tert-BuOH and heat to form a cyclopentene, then NBS and light to form 3-Bromocyclopentene. And I'm stuck. The second synthesis I get stuck right off. I think there's a way to form a 2-methyl pent-2-ene, at which point I can add HBr and H2O2, but I can't find a rxn for that. Help!Explanation / Answer
Check the source for structure.Okay now we want 3 methylcyclohexene. So draw cyclohexene first, i.e, draw a cyclohexane and put one double bond somewhere. Now the 2 carbons involved in double bond are numbered 1 and 2 ( Remember: Always the parent chain is numbered so that the multiple bonds have the lowest numbers )
since these are carbons 1 and 2, add one methane on the next carbon whichever side. This gives 3-methylcyclohexane. http://www.google.co.in/imgres?imgurl=ht