[dvirshavit]

I thought about reacting the pie bond with  CH₃Br to get Ch₃ and Br as groups of the Cyclohexene and after that eliminate the Br from the ring with E2 or E1 method.

Could that work?
do you have a better way? 

Thanks!!!

[billnotgatez]

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[Babcock_Hall]

My advice is to work backwards from the product and to use reactions that you have learned in class.

[dvirshavit]

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sorry - It's my first time here
 
I modified.

[dvirshavit]

My advice is to work backwards from the product and to use reactions that you have learned in class.

Thanks for the advice. I tried that and that's what I got (I added in the topic). what do you think about that?

[Babcock_Hall]

I don't recall ever seeing a pi bond act as a nucleophile against CH₃Br.

[Enthalpy]

R-X don't add on alkenes like H-X do. It needs many haloatoms on R, and some conditions on the alkene
https://en.wikipedia.org/wiki/Kharasch_addition

[Babcock_Hall]

@OP, What reactions have you learned that form carbon-carbon bonds?

[dvirshavit]

R-X don't add on alkenes like H-X do. It needs many haloatoms on R, and some conditions on the alkene
https://en.wikipedia.org/wiki/Kharasch_addition

Thank you

[dvirshavit]

@OP, What reactions have you learned that form carbon-carbon bonds?

Thanks for the help. I've just been told by the teacher that we didn't learn the needed reaction and that I will learn it next year.