Reaktion #1969491

ord-b5c2c6ad14dd433d84178d49c83c53c9

Reaktionsgleichung

CCOC(=O)COc1ccc(NC(C)=O)cc1
(4-acetylamino-phenoxy)-acetic acid ethyl ester
CCOC(=O)COc1ccc(NC(C)=O)cc1
(4-Acetylamino-phenoxy)-acetic acid ethyl ester
Cl
hydrochloric acid
Cl.Nc1ccc(OCC(=O)O)cc1
60
Ausbeute 77.6%
Cl.Nc1ccc(OCC(=O)O)cc1
(4-Amino-phenoxy)acetic acid HCl
Ausbeute 77.6%

Reaktionsbedingungen

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

Aufarbeitung

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

Vorschrift

A mixture (4-acetylamino-phenoxy)-acetic acid ethyl ester 59 (375 grams, 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 60 (250 grams, 77.6%) as a wheat colored powder. The melting point was found to be 224-226° C. The structure was confirmed with NMR. IHNMR (D2O) δ 4.68 (s, 2H, OCH2), 3.65 (s, 3H, ester), 7.0 (d, 2H, Ar), 7.30 (d, 2H, Ar.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08318973B2uspto-grants-2012_11