Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: Humr on May 19, 2022, 01:16:48 PM
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Hello. I am preparing for upcoming exam and i would like to ask if somebody know mechanism of this reaction. I dont like hard memorizing things and i would like to understand it.
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Check keywords Schiff base, Beckmann conversion, enamine,
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I'm not sure what the "T" over the reaction arrow means....
I can see the reaction going in acid.
Protonate the C-N double bond on N. This generates carbocation on carbon of C double bond,
Carbocation rearranges. The most stable carbocation has cation adjacent to O. 5 membered ring bond to carbon with hydroxyl breaks and shifts over to the cation C (formerly part of C-N bond). This new carbocation has the 6 membered ring and the + charge where the OH attaches.
The OH loses H as H+ and the C=O bond forms.
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@OP, In general we expect to see your attempt at solving a problem before we can help you. You have been given a generous number of hints.
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Thanks for suggestions. Explanation by hollytara looks understandable, but it should be done only by heating in decalin. T over arrow means reaction is heated. Also i dont expect to find exact conditions for preparation of ilegal substance.