[saint_john]

After a series of reactions starting with benzene, the product should be the picture below. I am still trying to figure out what reactions would give me that product.

I know that a regular benzene undergoes nitration to obtain the NO₂ substituent. It is then reduced with H₂ and Pd/C into an aniline (benzene with NH₂ substituent), which is seen in the final product.

 However, what series of reactions get the cyclohexane attached to the benzene??   Also, how do the two ortho methyls get to where they are on the cyclohexane??

Can someone explain please and thanks

[Jorriss]

I suspect you'll end up using a friedel crafts reaction, which means you can't add the nitro group right away as a nitro group will deactivate the catalyst used in frield crats reaction.