Reaktion #2045007

ord-9aba51634b83439c8b305fedd0029c86

Reaktionsgleichung

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
Ausbeute 98.1%
CC(Oc1ccc(N)cc1)C(=O)O
2-(4-Amino-phenoxy)-propionic acid
Ausbeute 98.1%

Edukte

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

Reagenzien

Keine

Lösungsmittel

Cl
hydrochloric acid

Reaktionsbedingungen

Temperatur
10°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas 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
    Sonstigedried

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08409559B2uspto-grants-2013_04