Hydrochloric Acid → 4-Carboxy-5-hexyl-3-(2,6-difluorophenyl)isoxazole

HRID 434041Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 434041
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[F:23])=[N:7][O:8][C:9]=1[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])=[O:4].Cl>CO>[C:3]([C:5]1[C:6]([C:16]2[C:21]([F:22])=[CH:20][CH:19]=[CH:18][C:17]=2[F:23])=[N:7][O:8][C:9]=1[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])([OH:4])=[O:2]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 187562734-Methoxycarbonyl-5-hexyl-3-(2,6-difluorophenyl)isoxazole

Produkt 1

HCID 187562704-Carboxy-5-hexyl-3-(2,6-difluorophenyl)isoxazoleAusbeute 77,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

4-Methoxycarbonyl-5-hexyl-3-(2,6-difluorophenyl)isoxazole (0.30 g, 0.88 mmol) was dissolved in methanol (10 ml), 5N NAOH (1 ml) was added, and the mixture was heated at 50° C. for 2 h. Upon cooling to room temperature, HCl was added until pH 1. Extraction with ethyl acetate and subsequent washing of the organic fraction (brine), drying (MgSO4), filtering, and concentrating afforded the desired 4-carboxy-5-hexyl-3-(2,6-difluorophenyl)isoxazole (0.21 g, 72%) that was used without further purification.

Aufarbeitung

  1. addition5N NAOH (1 ml) was added
  2. temperatureUpon cooling to room temperature
  3. extractionExtraction with ethyl acetate
  4. washsubsequent washing of the organic fraction (brine)
  5. dry with materialdrying (MgSO4)
  6. filtrationfiltering
  7. concentrationconcentrating

Quellen und Nachweise

ORD-Eintrag
ord-b7efad12ae4b4bb780affa7107ff99ab
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06670373B1

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