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

HRID 2354310

반응식

HRID 2354310 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][C:10](=[O:18])[C:11]2[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][CH:12]=2)=[CH:4][CH:3]=1.Cl.[NH2:21]O.[OH-].[Na+]>O1CCOCC1.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([C:11]3[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][CH:12]=3)[O:18][N:21]=2)=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 1474381,3-Propanedione, 1,3-bis(4-bromophenyl)-HCID 443297Hydroxyamine hydrochloride

생성물 1

HCID 122077563,5-Bis(4-bromophenyl)isoxazole

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

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

후처리

  1. temperatureheated
  2. temperatureto reflux
  3. customthe solvent was removed in vacuo
  4. customThe product was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-1af2fdf1c5094f9eade0e0b9ce9aed6d
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07750175B2

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