How Do You Synthesize 1-Methyl-2-Bromo-Cyclohexane from Methylcyclohexane?

[asdfTT123]

I've been staring at these for a while now and I can't seem to get them. I would really appreciate anyone's help with these.

1. Methylcyclohexane -> 1-methyl,2-bromo-cyclohexane (bromine added to ortho carbon in respect to the methyl group). The main problem here is that I don't know where to start!

2, 3. The rest are in the attachment

Thanks!

 

[chemisttree]

Have you been studying olefins? Think about the various reactions of olefins and how olefins can be made.

 

[chemisttree]

Did you find an answer?