Names | |
---|---|
Preferred IUPAC name
3-(Dibutylamino)propyl 4-aminobenzoate | |
Identifiers | |
3D model (JSmol)
|
|
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.005.214 |
PubChem CID
|
|
UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C18H30N2O2 | |
Molar mass | 306.450 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Butacaine is a white crystalline ester used as a local anesthetic.[1] It was first marketed in 1920.[1]
The addition of metallic sodium is added to a mixture of allyl alcohol (1) and dibutylamine (2)[2] gives the conjugate addition product 3-dibutylamino-1-propanol (3). Esterification of this intermediate with para-nitrobenzoyl chloride (4) gives the ester 5. The reduction of the nitro group completes the synthesis of butacaine (6).[3][4][5][6][7][8]