Boc deprotection
Acid takes the carbamate off, leaving the free amine. Below it: runs of this reaction that somebody published, with the conditions they used.
What it needs, and what it gives
- Reaction class
- Deprotection
- Trifluoroacetic acid, or hydrogen chloride in dioxane.
- not stated
- Mechanism
- Acid removal of a Boc group, 3 steps
How it is thought to work
Acid protonates the carbamate, the tert-butyl group leaves as a cation because it can, and what is left gives off carbon dioxide to free the amine.
- Acid protonates the carbamate
- The tert-butyl group leaves as a cation
- Carbon dioxide leaves and the amine is free
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.
Reductive amination
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.