Potassium Hydroxide → 2-{4-[(Quinoxalin-2-yl)oxy]phenoxy}propanoic acid

HRID 64576

Reaktionsgleichung

Reaktionsgleichung von HRID 64576
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]=1[O:11][C:12]1[CH:24]=[CH:23][C:15]([O:16][CH:17]([CH3:22])[C:18]([O:20]C)=[O:19])=[CH:14][CH:13]=1.[OH-].[K+]>O.CO>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]=1[O:11][C:12]1[CH:13]=[CH:14][C:15]([O:16][CH:17]([CH3:22])[C:18]([OH:20])=[O:19])=[CH:23][CH:24]=1

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 187099Methyl 2-(4-(2-quinoxalinyloxy)phenoxy)propanoate

Produkt 1

HCID 136705312-{4-[(Quinoxalin-2-yl)oxy]phenoxy}propanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

3.2 g (0.01 mole) Methyl 2-[4-(2-quinoxalinyloxy)phenoxy]propanoate was added to a solution of 0.7 g (0.01 mole) potassium hydroxide in 5 cc water and 60 cc methanol. The mixture was stirred at room temperature overnight and then filtered to remove a small amount of insoluble material. The methanol was removed under vacuum. Ice and hydrochloric acid were added to the mixture until it was acidic (pH~2). The precipitated acid was filtered and purified by redissolution into saturated sodium bicarbonate solution, reprecipitation by acidification with dilute hydrochloric acid and crystallization from methanol. Yield 0.7 g, m.p. 137°-141°.

Aufarbeitung

  1. filtrationfiltered
  2. customto remove a small amount of insoluble material
  3. customThe methanol was removed under vacuum
  4. additionIce and hydrochloric acid were added to the mixture until it
  5. filtrationThe precipitated acid was filtered
  6. custompurified by redissolution into saturated sodium bicarbonate solution, reprecipitation by acidification with dilute hydrochloric acid and crystallization from methanol

Quellen und Nachweise

ORD-Eintrag
ord-ac1ce241150440a9bab18cfbd19acab5
Quelldatensatz
uspto-grants-1986_09
Patentnummer
US04609396

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