January 09, 2025, 03:16:54 PM
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Topic: Friedel crafts reaction  (Read 1848 times)

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Offline pecan66

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Friedel crafts reaction
« on: April 09, 2015, 02:37:52 PM »
c1ccccc1 + ClC(=O)C(C)(C)C + Aluminium trichloride  :rarrow:ClC(=O)c1ccc(cc1)C(C)(C)C

Ok I'm having a problem with the mechanism for this reaction. By the looks of it the tertiary butyl group must add first in order to activate the ring towards further attack. But I can't see how the acyl chloride group can act as a leaving group?

Can anyone help with the initial parts of the mechanism for this reaction?

Thanks

Offline kriggy

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Re: Friedel crafts reaction
« Reply #1 on: April 09, 2015, 04:30:31 PM »
Well you got your product wrong, it should be tert-butyl-phenyl ketone

Offline pecan66

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Re: Friedel crafts reaction
« Reply #2 on: April 10, 2015, 01:42:02 AM »
Woops! Sorry about that. the correct product is below
O=C(C(C)(C)C)c1ccc(cc1)C(C)(C)C

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