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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2262525Erstellt: 25. Oktober 2026

Sodium Hydroxide → 5-Hydroxy-3-phenyl-5-(trifluoromethyl)-4,5-dihydroisoxazole

https://huagongshe.com/reaction/2262525

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
Edukt4,4,4-Trifluoro-1-phenyl-1,3-butanedioneHCID 67589—
EduktHydroxyamine hydrochlorideHCID 443297—
Produkt5-Hydroxy-3-phenyl-5-(trifluoromethyl)-4,5-dihydroisoxazoleHCID 288097691,5%

Reaktionsschritte

Prepared according to J. Org. Chem., 1995, 60, 3907. A solution of benzoyltrifluoroacetone (21 g, 97 mmol) was added dropwise over 1 h, at 20-30° C., to a solution of hydroxylamine HCl (6.82 g, 98 mmol) containing sodium hydroxide (2 N, 51 mL, 102 mmol) and the resulting mixture heated under reflux for 45 min. After cooling to room temperature, the mixture was poured into ice-water (500 mL), the precipitate was filtered off, washed with water and dried under vacuum to afford the title compound (20.51 g, 91%) which was obtained as a white solid. MS: m/e=230.2 [M−H]−.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07851469B2
Quelldatensatzuspto-grants-2010_12
ORD IDord-5d15e887717e41d781e50743dbbb8b2b
Quellennotizuspto-grants-2010_12