Reductive amination
The imine forms and is reduced in the same pot, giving the amine. Below it: runs of this reaction that somebody published, with the conditions they used.
What it needs, and what it gives
- Reaction class
- Reduction
- A hydride mild enough to leave the carbonyl alone, usually a triacetoxyborohydride. Without one the reaction stops at the imine.
- not stated
- Mechanism
- Reductive amination, 4 steps
How it is thought to work
The amine and the carbonyl condense to a C=N, and the reducing agent then delivers a hydride to that carbon. The order matters: nothing reduces the carbonyl itself.
- The amine adds to the carbonyl
- The proton moves from nitrogen to oxygen
- Water leaves and the C=N forms
- The reducing agent delivers a hydride
Worked examples
Reading these records
Everything on a record page came from the source that published it. Conditions the source did not state are shown as not recorded, and no typical value is substituted for them. Yields are whatever was measured by whoever ran the experiment.
Other classes
Buchwald–Hartwig amination
Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.
Suzuki–Miyaura coupling
Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.
Reduction
Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.
Deprotection
Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.
Oxidation
Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.
Elimination
Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.