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Topic: Creation of 1-Acetylcyclohexane from hydrocarbon  (Read 1950 times)

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Offline Meowmixcds

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Creation of 1-Acetylcyclohexane from hydrocarbon
« on: March 05, 2016, 05:30:56 PM »
Hello everyone!
First time poster here! Anyways, I was wondering on how to make 1-Acetylcyclohexane from a hydrocarbon with 6 or less carbons. Going backwards, I think we can make it from Cyclohexanecarboxylic acid with 2 equivalents of methyllithium (with H3O+).
Then, I make that from a nitrile derivative of cyclohexane (all it needs it H3O+, right?). Making the nitrile from a halogenated cyclohexane, which is made from a cyclohexene. Then we can use Diels-Alder if that isn't enough?
Are my steps in the right direction?

I'm trying to avoid hydroformylation.
Thanks for any *delete me*
« Last Edit: March 05, 2016, 05:42:45 PM by Meowmixcds »

Offline phth

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Re: Creation of 1-Acetylcyclohexane from hydrocarbon
« Reply #1 on: March 05, 2016, 06:18:05 PM »
1) Diels-Alder butadiene+Michael acceptor.  2) Hydrogenation of the resultant alkene. is the best way in my opinion.

Offline BRSM

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Re: Creation of 1-Acetylcyclohexane from hydrocarbon
« Reply #2 on: March 06, 2016, 04:06:59 PM »
Agreed: I'd personally go butadiene + MVK Diels–Alder followed by hydrogenation (especially if I had to go to the lab and do it myself), but I wanted to point out that what you propose is also valid. Good job!

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