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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 331849Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/331849

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
PatentnummerUS08877782B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-a5de43823a42428dab98f345772490d6
Quellennotizuspto-grants-2014_11