Hydrochloric Acid → 3-(2-Fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid

HRID 434029

Reaktionsgleichung

Reaktionsgleichung von HRID 434029
C[O:2][C:3]([C:5]1[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])=[N:7][O:8][C:9]=1[CH3:10])=[O:4].CO.[OH-].[Na+].Cl>O>[C:3]([C:5]1[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])=[N:7][O:8][C:9]=1[CH3:10])([OH:4])=[O:2]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 18756272Methyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylate

Produkt 1

HCID 64841013-(2-Fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acidAusbeute 96,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 4-methoxycarbonyl-5-methyl-3-(2-fluorophenyl)isoxazole (2.20 g, 8.84 mmol), MeOH (25 ml), and 2N NaOH (8.8 ml) was heated at 50° C. overnight (19 h). The reaction was cooled to room temperature, diluted with H2O, and acidified (2N HCl) to less than pH 3. The mixture was extracted with EtOAc (twice) and the combined extracts were washed (brine), dried (MgSO4), filtered, and concentrated to give the title compound (1.88 g, 96%). This material was used without further purification.

Aufarbeitung

  1. extractionThe mixture was extracted with EtOAc (twice) and the combined extracts
  2. washwere washed (brine)
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-e39a911cdc174001b9a03a0ff5720557
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06670373B1

Verknüpfte Notizen

Wird geladen…