Hydroxyamine hydrochloride → Ethyl 5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxylate

HRID 1510436Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1510436
O=[C:2]([CH2:8][C:9](=[O:20])[C:10]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4].Cl.[NH2:22]O>C(O)C>[F:17][C:16]([F:19])([F:18])[C:13]1[CH:14]=[CH:15][C:10]([C:9]2[O:20][N:22]=[C:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH:8]=2)=[CH:11][CH:12]=1

Komponenten

4

Edukt 2

HCID 443297Hydroxyamine hydrochlorideHCID 611940Ethyl 2,4-dioxo-4-[4-(trifluoromethyl)phenyl]butanoate

Produkt 1

HCID 22064085Ethyl 5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxylateAusbeute 65,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of ethyl 2,4-dioxo-4-(4-(trifluoromethyl)phenyl)butanoate (6.89 g, 23.9 mmol) and hydroxylamine hydrochloride (2.0 g, 28.7 mmol) in ethanol (120 mL) was stirred at reflux overnight. The volatiles were removed in vacuo, and the residue purified by silica gel chromatography, eluting with dichloromethane to obtain the title compound (4.5 g, 15.6 mmol).

Aufarbeitung

  1. temperatureat reflux overnight
  2. customThe volatiles were removed in vacuo
  3. customthe residue purified by silica gel chromatography
  4. washeluting with dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-855b5b9f7a724f8399e71d0c897e83c5
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08211927B2

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