Aromatic Synthesis Problem....please help

[lazymd]

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Develop a synthetic scheme to synthesize the molecule below in high yield starting from benzene. Use any other reagents necessary.

Note that the product contains a cyclohexane ring, not an aromatic ring.

Does anyone remember how to do this one?

Thanks so much!

 

[orgohacks]

Develop a synthetic scheme to synthesize the molecule below in high yield starting from benzene. Use any other reagents necessary.

Note that the product contains a cyclohexane ring, not an aromatic ring.

Does anyone remember how to do this one?

Thanks so much!

Any thoughts from you on where you're going to start?
What's the timing of introducing CH2CH3, NH2, and reducing the benzene ring to the cyclohexane? Any thoughts on which you would do first (or last)?

 

[BerkReviewTeach]

Develop a synthetic scheme to synthesize the molecule below in high yield starting from benzene. Use any other reagents necessary.

Does anyone remember how to do this one?

Thanks so much!

I doubt you're going to get much input here, because benzene chemistry is not tested on the MCAT, so there's no good reason for anyone to respond. And there's also the fact that most people don't respond to requests for help with homework questions.