Ethanone, 1-(5-amino-2-nitrophenyl)- → 1-(5-Bromo-2-nitrophenyl)ethanone

HRID 230708

反応式

HRID 230708 の反応式
[C:1]([C:4]1[CH:5]=[C:6](N)[CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])(=[O:3])[CH3:2].N([O-])=O.[Na+].[BrH:18].O>>[C:1]([C:4]1[CH:5]=[C:6]([Br:18])[CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])(=[O:3])[CH3:2]

参加物

4

反応物 3

HCID 6420386Ethanone, 1-(5-amino-2-nitrophenyl)-HCID 22326455Hydrobromide monohydrateHCID 23668193Sodium Nitrite

生成物 1

HCID 122241571-(5-Bromo-2-nitrophenyl)ethanone収率 75%

反応条件

温度
60 °C

実験手順

10 mmol of 3-acetyl-4-nitro-aminobenzene as a starting material was added to 100 mL of HBr/H2O (1/2, v/v) and a sodium nitrite solution was slowly added dropwise thereto in an ice bath. The reaction mixture was stirred at 60° C. for 2 hours. When the reaction was completed, the precipitate was filtered off. The filtrate was neutralized with 1N NaOH, extracted with EtOAc, dried over anhydrous sodium sulfate, distilled under reduced pressure and purified by silica gel column chromatography (hexane/EtOAc=2/1) to obtain the desired 3-acetyl-4-nitro-bromobenzene as a yellow oil (75%).

後処理

  1. filtrationthe precipitate was filtered off
  2. extractionextracted with EtOAc
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationdistilled under reduced pressure
  5. custompurified by silica gel column chromatography (hexane/EtOAc=2/1)

出典と根拠

ORDレコード
ord-0a65bf957c504fd4a9138c474b2d88c4
出典データセット
uspto-grants-2009_07
特許番号
US07566773B2

関連ノート

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