Hydrochloric Acid → 2-(4-Aminophenoxy)acetic acid hydrochloride

HRID 638706

Reaktionsgleichung

Reaktionsgleichung von HRID 638706
C([O:3][C:4](=[O:17])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13]C(=O)C)=[CH:9][CH:8]=1)C.[ClH:18]>>[ClH:18].[NH2:13][C:10]1[CH:9]=[CH:8][C:7]([O:6][CH2:5][C:4]([OH:17])=[O:3])=[CH:12][CH:11]=1

Komponenten

3

Edukt 2

HCID 313Hydrochloric AcidHCID 309738Ethyl 2-(4-acetamidophenoxy)acetate

Produkt 1

HCID 668114882-(4-Aminophenoxy)acetic acid hydrochlorideAusbeute 77,6 %

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

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.

Aufarbeitung

  1. distillationExcess concentrated hydrochloric acid was distilled off in vacuum
  2. filtrationfiltered hot
  3. filtrationfiltered
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f28df230f2a842f6bd81173f55feb8ca
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691364B2

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