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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1356881Erstellt: 27. Oktober 2026

Sodium Hydroxide → 3,5-Bis(4-bromophenyl)isoxazole

https://huagongshe.com/reaction/1356881

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
Edukt1,3-Propanedione, 1,3-bis(4-bromophenyl)-HCID 147438—
EduktHydroxyamine hydrochlorideHCID 443297—
LösungsmittelWaterHCID 962—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt3,5-Bis(4-bromophenyl)isoxazoleHCID 12207756—

Reaktionsschritte

In a 250 ml round bottom flask, 4 g (10.4 mmol) of [2] was dissolved in 100 ml dry dioxane and heated to reflux, then 3.0 g (43.2 mmol) hydroxylamine hydrogen chloride in 10 ml water and 5 ml (25 mmol) 5 N NaOH was then dropped into the refluxing mixture. After 12 hours, the reaction mixture was cooled down to room temperature, and the solvent was removed in vacuo. The product was recrystallized from ethanol. Characterization. Yield: 3.41 g (85%). M.P. 218.5-219.5° C. 1H NMR (300 MHz, CDCl3, 20° C., δ): 7.78(d, 2H, ArH), 7.74 (d, 2H, Ar′H), 7.66 (d, 2H, ArH), 7.62 (d, 2H, Ar′H), 6.82 (s, 1H, isoxazole proton). EI-MS: 379(M+), 224, 183, 155.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06586763B2
Quelldatensatzuspto-grants-2003_07
ORD IDord-a4fc42e5f37f43efab02ae67b7af7461
Quellennotizuspto-grants-2003_07