Reacción #64590

ord-26de8cb6b8ab4be3a4b1393e37538166

Ecuación de reacción

Cl
hydrochloric acid
[Cl-]
chloride
C1CCOC1
THF
Nc1ccccc1C(=O)O
Anthranilic acid
c1ccncc1
pyridine
C1CCOC1
tetrahydrofuran
CCCCCCCC(=O)Nc1ccccc1C(=O)O
N-n-octanoylanthranilic acid
Rendimiento 79.4%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONwas added to the reaction mixture
  2. 2
    FiltraciónPyridine hydrochloride was filtered
  3. 3
    Otrothe solvent was removed

Procedimiento

Anthranilic acid was dissolved in a mixed solvent containing pyridine and tetrahydrofuran (THF) in 5:5 ratio and a THF solution of n-caprioyl chloride was dropped to the solution during several hours for reaction. After the reaction, hydrochloric acid was added to the reaction mixture. Pyridine hydrochloride was filtered and the solvent was removed. N-n-octanoylanthranilic acid was obtained from the remaining reactant after the purification by column chromatography with the yield of 79.4%.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05413794uspto-grants-1995_05