Isobucaine

Isobucaine is a local anesthetic.

[1] The reductive amination between aminomethyl propanol (1) and isobutanal [78-84-2] (2) afforded N-Isobutyl-1,1-dimethyl-2-hydroxyethanamine, CID:18315986 (3).

Acylation of the amine with benzoyl chloride [98-88-4] hypothetically goes initially to the amide (4').

The acid catalysis used in the reaction leads to an N to O acyl migration to afford isobucaine (5).

This article about an organic compound is a stub.

Synthesis: [ 2 ]