Réaction #725888

ord-f28df230f2a842f6bd81173f55feb8ca

Équation de réaction

CCOC(=O)COc1ccc(NC(C)=O)cc1
(4-Acetylamino-phenoxy)-acetic acid ethyl ester
Cl
hydrochloric acid
Cl.Nc1ccc(OCC(=O)O)cc1
14
Rendement 77.6%
Cl.Nc1ccc(OCC(=O)O)cc1
(4-Amino-phenoxy) acetic acid HCl
Rendement 77.6%

Conditions de réaction

Température
10°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.DISTILLATIONExcess concentrated hydrochloric acid was distilled off in vacuum
  2. 2
    Filtrationfiltered hot
  3. 3
    Filtrationfiltered
  4. 4
    Autredried

Mode opératoire

A mixture (4-Acetylamino-phenoxy)-acetic acid ethyl ester 13 (375 g, 1.582 mmol), in concentrated hydrochloric acid (9.36 liters) was refluxed for 12 hours. Excess concentrated hydrochloric acid was distilled off in vacuum and filtered hot. The mixture was cooled to 10° C., filtered and dried to give pure 14 (250 g, 77.6%) as a wheat colored powder. The melting point was found to be 224-226° C. The structure was confirmed with NMR.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07691364B2uspto-grants-2010_04