반응 #582509

반응 방정식

[ 2 ]

4′-Bromo-2-(4-bromobenzoyl)acetophenone

hydroxylamine hydrogen chloride

NaOH

→

3,5-Bis(4-bromophenyl)isoxazole

용매

dioxane

water

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도to reflux
3. 3
   기타the solvent was removed in vacuo
4. 4
   기타The product was recrystallized from ethanol

실험 절차

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), 7.6 (d, 2H, Ar′H), 6.82 (s, 1H, isoxazole proton). EI-MS: 379(M+), 224, 183, 155.

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