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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: quietone on June 05, 2011, 01:11:35 AM

Title: combining a benzene ring and cyclohexane
Post by: quietone 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.
Title: Re: combining a benzene ring and cyclohexane
Post by: Vidya on June 05, 2011, 01:34:26 AM
whats the problem with the cyclohexane ?
you can use this also in friedel crafts alkylation reaction
Title: Re: combining a benzene ring and cyclohexane
Post by: discodermolide 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,

Title: Re: combining a benzene ring and cyclohexane
Post by: quietone 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?
Title: Re: combining a benzene ring and cyclohexane
Post by: sjb 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?
Title: Re: combining a benzene ring and cyclohexane
Post by: quietone 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.
Title: Re: combining a benzene ring and cyclohexane
Post by: contra 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
Title: Re: combining a benzene ring and cyclohexane
Post by: BluePill on June 05, 2011, 10:32:57 PM
suzuki coupling is a good coupling reaction.