Butacaine is a white crystalline ester used as a local anesthetic. It was first marketed in the 1920s.
Synthesis The addition of metallic sodium to a mixture of allyl alcohol (1) and dibutylamine (2) gives the conjugate addition product 3-dibutylamino-1-propanol (3). Reaction of this intermediate with p-nitrobenzoyl chloride (4) gives the ester 5. A Béchamp reduction of the nitro group completes the synthesis of butacaine (6).Oliver Kamm, Roger Adams, Volwiler Ernest H., (1920 to Abbott Lab)Adams Roger, Ernest H Volwiler, (1928 to Abbott Lab)Weston Arthur W, (1948 to Abbott Lab)Anon., (1922-12-27 to Abbott Lab).
See also Isobucaine
References