Réaction #2045007

ord-9aba51634b83439c8b305fedd0029c86

Équation de réaction

COC(=O)C(C)Oc1ccc(NC(C)=O)cc1
2-(4-Acetylaminophenoxy)propionic acid methyl ester
COC(=O)C(C)Oc1ccc(NC(C)=O)cc1
2-(4-Acetylamino-phenoxy)-propionic acid methyl ester
CC(Oc1ccc(N)cc1)C(=O)O
17
Rendement 98.1%
CC(Oc1ccc(N)cc1)C(=O)O
2-(4-Amino-phenoxy)-propionic acid
Rendement 98.1%

Conditions de réaction

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

Traitement

  1. 1
    Températurewas refluxed for 48 hours
  2. 2
    workup.DISTILLATIONExcess concentrated hydrochloric acid was distilled off in vacuum
  3. 3
    Filtrationfiltered hot
  4. 4
    Filtrationfiltered
  5. 5
    Autredried

Mode opératoire

A mixture of 2-(4-Acetylaminophenoxy)propionic acid methyl ester 16 (320 grams, 1.35 mol) in concentrated hydrochloric acid (8 liters) was refluxed for 48 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 17 (240 g, 81.7%) as a brown powder. The melting point was found to be 175-180° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08409559B2uspto-grants-2013_04