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

HRID 556234

反応式

HRID 556234 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

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

後処理

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

出典と根拠

ORDレコード
ord-4da4d43d7d414648ac7b256c4cde9e66
出典データセット
uspto-grants-2011_11
特許番号
US08057918B2

関連ノート

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