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    Hi,
    I'm stuck at this reaction - I've worked out what the compound is from spectral data and other (or what I think it is) and it fits with the rest of the synthesis.

    The problem is I don't know how the reaction does it. As the reaction lacks any other reagent I know the O-C bond has to break - is a hydrogen transferred to the O from the C adjacent to the C on the aromatic ring?

    I'm being asked what mechanism the reaction is - any pointers would be a help- I can probably work it out if I know what type of mechanism it is. It's just it looks familiar but can't seem to remember where I've seen it.

    Any help is greatly appreciated!

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    This is a Claisen rearrangement followed by tautomerisation to reform the aromaticity. The mechanism is here: Name:  claisen.gif
Views: 54
Size:  2.0 KB

    Have a read of this page for more info : http://www.organic-chemistry.org/nam...rangement.shtm
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    (Original post by Kyri)
    This is a Claisen rearrangement followed by tautomerisation to reform the aromaticity. The mechanism is here: Name:  claisen.gif
Views: 54
Size:  2.0 KB

    Have a read of this page for more info : http://www.organic-chemistry.org/nam...rangement.shtm
    Thank you so much!! I recognise it now - it seems my notes for that reaction have gone walkabout though...

    Thanks again!
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    You're welcome
 
 
 
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