Hydroxyamine hydrochloride → Ethyl 5-(4-chlorophenyl)-1,2-oxazole-3-carboxylate

HRID 1510418Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1510418
Cl.[NH2:2]O.[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:20])[CH2:12][C:13](=O)[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:7][CH:6]=1>C(O)C>[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[O:20][N:2]=[C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:12]=2)=[CH:7][CH:6]=1

Komponenten

4

Edukt 2

HCID 443297Hydroxyamine hydrochlorideHCID 602482Ethyl 4-(4-chlorophenyl)-2,4-dioxobutanoate

Produkt 1

HCID 13035537Ethyl 5-(4-chlorophenyl)-1,2-oxazole-3-carboxylateAusbeute 60,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Hydroxylamine hydrochloride (0.65 g, 9.42 mmol) was added to a suspension of ethyl 4-(4-chlorophenyl)-2,4-dioxobutanoate (2.0 g, 7.85 mmol) in absolute ethanol (40 mL) and the reaction was heated to reflux for 4 hours. After cooling to room temperature, the resulting white solid was filtered, washed with water and cold ethanol and dried in vacuo to obtain ethyl 5-(4-chlorophenyl)isoxazole-3-carboxylate (1.19 g, 4.73 mmol).

Aufarbeitung

  1. temperaturethe reaction was heated
  2. temperatureto reflux for 4 hours
  3. filtrationthe resulting white solid was filtered
  4. washwashed with water and cold ethanol
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c3cbf21c4a5d430588f8e41ff080ff90
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08211927B2

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