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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: PurpleOrange22 on May 19, 2020, 06:43:48 AM

Title: Mechanism troubles!
Post by: PurpleOrange22 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.
Title: Re: Mechanism troubles!
Post by: Babcock_Hall 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.
Title: Re: Mechanism troubles!
Post by: PurpleOrange22 on May 19, 2020, 08:30:20 AM
Apologies! Please find attached workings.
Title: Re: Mechanism troubles!
Post by: Babcock_Hall 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?