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Topic: Reductive Amination  (Read 553 times)

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Offline jgr

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Reductive Amination
« on: November 12, 2023, 12:47:40 AM »
Hi,

In reductive amination, we can convert a ketone to an imine with a [H+] catalyst and NH3 reagent. In my textbook they are written in the same step, but I thought basic reagents should be avoided in acidic conditions? I'd really appreciate if someone could explain.

Thanks!

Offline Meter

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Re: Reductive Amination
« Reply #1 on: November 20, 2023, 06:53:13 AM »
It's catalytic, so it will be reused for activating the carbonyl.

Offline clarkstill

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Re: Reductive Amination
« Reply #2 on: November 20, 2023, 10:59:55 AM »
It's a fair question - the first reaction in the pot is almost certainly the ammonia reacting with the acid to form an ammonium salt. However, that reaction is reversible, and ultimately the protonation and corresponding activation of the carbonyl towards nucleophilic attack is evidently more than enough to compensate for this, i guess

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