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Topic: combining a benzene ring and cyclohexane  (Read 11681 times)

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Offline quietone

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combining a benzene ring and cyclohexane
« on: June 05, 2011, 01:11:35 AM »
How would I combine a benzene ring and a cyclohexane? I can't break any of the benzene ring's double bonds, and the two molecules will be sharing two carbons. I know if it was just a hexane chain I was adding, I could use a Friedel Crafts alkylation, but I'm lost as to how to do it with a cyclic molecule.

Offline Vidya

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Re: combining a benzene ring and cyclohexane
« Reply #1 on: June 05, 2011, 01:34:26 AM »
whats the problem with the cyclohexane ?
you can use this also in friedel crafts alkylation reaction

Offline discodermolide

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Re: combining a benzene ring and cyclohexane
« Reply #2 on: June 05, 2011, 09:10:05 AM »
How would I combine a benzene ring and a cyclohexane? I can't break any of the benzene ring's double bonds, and the two molecules will be sharing two carbons. I know if it was just a hexane chain I was adding, I could use a Friedel Crafts alkylation, but I'm lost as to how to do it with a cyclic molecule.

Try hydrogenation of naphthalene at low temperature,

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Offline quietone

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Re: combining a benzene ring and cyclohexane
« Reply #3 on: June 05, 2011, 02:25:40 PM »
@discodermolide I have to start with a benzene, and make the tetralin molecule, so I can't use the naphthalene. @Uma How would I do the alkylation? Could I hypothetically place a Cl at the 1 and 2 positions on the cyclohexane and then run the normal alkylation?

Offline sjb

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Re: combining a benzene ring and cyclohexane
« Reply #4 on: June 05, 2011, 03:50:10 PM »
@discodermolide I have to start with a benzene, and make the tetralin molecule, so I can't use the naphthalene. @Uma How would I do the alkylation? Could I hypothetically place a Cl at the 1 and 2 positions on the cyclohexane and then run the normal alkylation?

Not an alkylation, but what other forms of Friedel-Crafts do you know?

Offline quietone

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Re: combining a benzene ring and cyclohexane
« Reply #5 on: June 05, 2011, 08:28:28 PM »
@sjb I only know two forms, alkylation and acylation. I didn't know there were more than that.

Offline contra

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Re: combining a benzene ring and cyclohexane
« Reply #6 on: June 05, 2011, 09:54:16 PM »
@quietone

Look into using acylation and Clemmenson reductions. The synthesis is only a few steps, you can do it! :D

Offline BluePill

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Re: combining a benzene ring and cyclohexane
« Reply #7 on: June 05, 2011, 10:32:57 PM »
suzuki coupling is a good coupling reaction.

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