反応 #582509

反応方程式

[ 2 ]

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

hydroxylamine hydrogen chloride

NaOH

→

3,5-Bis(4-bromophenyl)isoxazole

溶媒

dioxane

water

反応条件

後処理

1. 1
   温度heated
2. 2
   温度to reflux
3. 3
   その他the solvent was removed in vacuo
4. 4
   その他The product was recrystallized from ethanol

実験手順

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.

出典