June 07, 2020, 03:02:07 AM
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Topic: Mechanism troubles!  (Read 166 times)

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Offline PurpleOrange22

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Mechanism troubles!
« on: May 19, 2020, 06:43:48 AM »
I'm having difficulties coming up with a mechanism for the transformation below. I know the ring is involved somehow but I'm not sure where to start. Any help would be greatly appreciated.
« Last Edit: May 19, 2020, 08:29:48 AM by PurpleOrange22 »

Offline Babcock_Hall

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Re: Mechanism troubles!
« Reply #1 on: May 19, 2020, 07:57:04 AM »
It is a forum rule (see red link above) that you must show your attempt before we can help you.

Offline PurpleOrange22

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Re: Mechanism troubles!
« Reply #2 on: May 19, 2020, 08:30:20 AM »
Apologies! Please find attached workings.

Offline Babcock_Hall

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Re: Mechanism troubles!
« Reply #3 on: May 19, 2020, 11:54:54 AM »
I do not recall seeing HCl add into an aromatic ring in the way that you suggested.  What about starting the reaction by protonating the carbonyl oxygen?
« Last Edit: May 19, 2020, 12:17:48 PM by Babcock_Hall »

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