Butacaine is a white crystalline

ester In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides a ...

used as a

local anesthetic A local anesthetic (LA) is a medication that causes absence of pain sensation. In the context of surgery, a local anesthetic creates an absence of pain in a specific location of the body without a loss of consciousness, as opposed to a general a ...

Synthesis

The addition of metallic sodium is added to a mixture of

allyl alcohol Allyl alcohol ( IUPAC name: prop-2-en-1-ol) is an organic compound with the structural formula . Like many alcohols, it is a water-soluble, colourless liquid. It is more toxic than typical small alcohols. Allyl alcohol is used as a raw material ...

(1) and N,N- dibutylamine (2) gives the conjugate addition product and hence 3-dibutylamino-1-propanol 050-51-3(3). Esterification of this intermediate with para-nitrobenzoyl chloride 22-04-3(4) give
CID:4588466
(5). The reduction of the nitro group completed the synthesis of butacaine (6).

References

{{organic-compound-stub Local anesthetics 4-Aminobenzoate esters

Synthesis

See also

References