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Topic: Hoffman eleimination cyclic amine  (Read 2105 times)

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Offline insertwittyname

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Hoffman eleimination cyclic amine
« on: March 25, 2014, 12:44:42 PM »
How does one get a Hoffman elimination in a cyclic amine?
I manage acyclics fine, but if it is a cyclic amine, one of the carbons doesn't have a full valency (pls see attached file for a clearer idea).
Does anybody have any idea how to do this?
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Offline AlphaScent

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Re: Hoffman eleimination cyclic amine
« Reply #1 on: March 25, 2014, 02:33:31 PM »
It needs to be a quternary ammonium salt.  You have it written as a tertiary amine.  Which is stable. 

This is not going to proceed in a typical Hofmann elimination giving a "Hofmann" olefin.
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If you're not part of the solution, then you're part of the precipitate
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