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Topic: Aniline Derivative  (Read 1800 times)

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Offline Super Newb

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Aniline Derivative
« on: September 07, 2012, 09:54:49 AM »
I need help from you to check if the proposed mechanism is accurate, any opinion will be greatly appreciated :)

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Offline discodermolide

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Re: Aniline Derivative
« Reply #1 on: September 07, 2012, 09:59:41 AM »
It looks ok if not a bit long. I doubt if the di-aldehyde actually exists it probably reacts with aniline and then the second acetal hydrolyses.
However, this is really semantics, but your proposal is quite reasonable.
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Offline Super Newb

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Re: Aniline Derivative
« Reply #2 on: September 07, 2012, 10:09:40 AM »
Thanks for your advice :) In the reaction, it is very much a "directed" reaction such that the acetal was give sufficient time to hydrolyze before adding the aniline.
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