Hydrochloric Acid → 4-Carboxy-5-phenyl-3-(2-chloro-6-fluorophenyl)isoxazole

HRID 434034

Reaktionsgleichung

Reaktionsgleichung von HRID 434034
C[O:2][C:3]([C:5]1[C:6]([C:16]2[C:21]([F:22])=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:23])=[N:7][O:8][C:9]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:4].[OH-].[Na+].Cl>CO.C1COCC1.C(OCC)(=O)C.O>[C:3]([C:5]1[C:6]([C:16]2[C:21]([F:22])=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:23])=[N:7][O:8][C:9]=1[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)([OH:4])=[O:2]

Komponenten

8

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 187562824-Methoxycarbonyl-5-phenyl-3-(2-chloro-6-fluorophenyl)isoxazole

Produkt 1

HCID 187562674-Carboxy-5-phenyl-3-(2-chloro-6-fluorophenyl)isoxazoleAusbeute 100,4 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

To a solution of 4-methoxycarbonyl-5-phenyl-3-(2-chloro-6-fluorophenyl)isoxazole (0.70 g, 2.1 mmol) in methanol (5 ml) and THF (2 ml) was added a solution of 2N NaOH (4 ml) at room temperature. The mixture was heated to 55° C. for 1.5 h. Upon cooling to room temperature, aqueous HCl was added until the pH was below 4. The mixture was diluted with ethyl acetate and water and the fractions separated. The organic fraction was washed (brine) and dried (MgSO4). Filtration and concentration gave the title compound (0.67 g, 100%), which was used without further purification.

Aufarbeitung

  1. temperatureUpon cooling to room temperature
  2. customthe fractions separated
  3. washThe organic fraction was washed (brine)
  4. dry with materialdried (MgSO4)
  5. filtrationFiltration and concentration

Quellen und Nachweise

ORD-Eintrag
ord-467415632a8443a5bb32c4a832e98e6a
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06670373B1

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