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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1897147Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/1897147

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
PatentnummerUS08518974B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-eb36ff2a3e604164945d9b28e61d89bd
Quellennotizuspto-grants-2013_08