Methanol → N-Isopropyl 4-bromo-2-nitroaniline

HRID 1879450ノート

反応式

HRID 1879450 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5](F)=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.[CH:12]([NH2:15])([CH3:14])[CH3:13].CO>ClCCl.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:15][CH:12]([CH3:14])[CH3:13])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1

参加物

6

反応物 3

HCID 887MethanolHCID 6363IsopropylamineHCID 27363284-Bromo-1-fluoro-2-nitrobenzene

生成物 1

HCID 2759489N-Isopropyl 4-bromo-2-nitroaniline

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a stirred, cold (0° C.) solution of 4-bromo-1-fluoro-2-nitrobenzene (7 g, 32 mmol) in dichloromethane (100 mL) was added isopropylamine (5 mL, 64 mmol). The mixture was allowed to stir at 0° C. for 3 h and room temperature overnight. It was diluted with water and extracted with CH2Cl2. The organic layer was washed with water and brine, dried (MgSO4), and filtered. The filtrate was concentrated in vacuo to give a crude red solid. Trituration with MeOH afforded the title compound as an orange-red solid. MS (ESI, pos. ion) m/z: 260.7 (M+1).

後処理

  1. extractionextracted with CH2Cl2
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated in vacuo
  6. customto give a crude red solid

出典と根拠

ORDレコード
ord-99b9fbcff799424897ed548cf25fca3c
出典データセット
uspto-grants-2012_11
特許番号
US08314131B2

反応ノート

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