Isobucaine Explained

Isobucaine is a local anesthetic.[1]

Synthesis

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).

See also

Notes and References

  1. Book: Thoma KH . Accepted Dental Remedies . American Dental Association . Chicago . 26th . 1961 . 30 .