Hydroxyamine hydrochloride → Ethyl 5-(4-chlorophenyl)-4-methylisoxazole-3-carboxylate

HRID 1510430Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1510430
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:18])[CH:9]([CH3:17])[C:10](=O)[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:4][CH:3]=1.Cl.[NH2:20]O>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:18][N:20]=[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:9]=2[CH3:17])=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 443297Hydroxyamine hydrochlorideHCID 5051380Ethyl 4-(4-chlorophenyl)-3-methyl-2,4-dioxobutanoate

Produkt 1

HCID 67121076Ethyl 5-(4-chlorophenyl)-4-methylisoxazole-3-carboxylateAusbeute 3,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The lithium enolate of ethyl 4-(4-chlorophenyl)-3-methyl-2,4-dioxobutanoate (1.5 g, 5.5 mmol) and hydroxylamine hydrochloride (0.46 g, 6.6 mmol) in absolute ethanol (30 mL) were heated to reflux for 17 hours, cooled to room temperature, then cooled to 0° C. for 3 hours. The resulting white crystals were collected and dried under vacuum to obtain ethyl 5-(4-chlorophenyl)-4-methylisoxazole-3-carboxylate (0.55 g, 0.20 mmol).

Aufarbeitung

  1. temperatureto reflux for 17 hours
  2. temperaturecooled to 0° C. for 3 hours
  3. customThe resulting white crystals were collected
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-d664394c9fa947bf90b467bb07255144
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08211927B2

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