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Topic: Annulation and eliminations  (Read 1657 times)

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Offline Altered State

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Annulation and eliminations
« on: October 23, 2013, 07:23:56 PM »
In the top of the img is the reaction, and below is my attempt.



What am I missing here? How can that ketone be "eliminated" with those conditions?

Offline Doc Oc

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Re: Annulation and eliminations
« Reply #1 on: October 24, 2013, 09:25:52 AM »
Is "pent-3-en-2-ona" a typo or is the rest of the word cut off?  That could make a huge difference

Offline mst

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Re: Annulation and eliminations
« Reply #2 on: October 24, 2013, 09:44:16 AM »
That's easy, it doesn't  ;)
There is a hydroxy group missing in the target molecule, the ketone is just enolizing to form an aromatic System.
That's a Standard hauser annulation if you want to look it up.

Offline Altered State

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Re: Annulation and eliminations
« Reply #3 on: October 24, 2013, 09:46:00 AM »
Is "pent-3-en-2-ona" a typo or is the rest of the word cut off?  That could make a huge difference

Not a typo, it's pent-3-en-2-one in Spanish.

Offline Altered State

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Re: Annulation and eliminations
« Reply #4 on: October 24, 2013, 09:46:41 AM »
That's easy, it doesn't  ;)
There is a hydroxy group missing in the target molecule, the ketone is just enolizing to form an aromatic System.
That's a Standard hauser annulation if you want to look it up.

That's what I thought. Thanks.

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