Diisobutylamine → 2-fluoro-N,N-diisobutyl-4-nitroaniline

HRID 56143

反応式

HRID 56143 の反応式
[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1F.C([O-])([O-])=O.[K+].[K+].[CH2:18]([NH:22][CH2:23][CH:24]([CH3:26])[CH3:25])[CH:19]([CH3:21])[CH3:20]>CS(C)=O.O>[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1[N:22]([CH2:23][CH:24]([CH3:26])[CH3:25])[CH2:18][CH:19]([CH3:21])[CH3:20]

参加物

6

反応物 3

HCID 8085DiisobutylamineHCID 11430Potassium CarbonateHCID 1230531,2-Difluoro-4-nitrobenzene

生成物 1

HCID 900231022-fluoro-N,N-diisobutyl-4-nitroaniline収率 30%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

反応条件

温度
90 °C

実験手順

To a solution of 3,4-difluoronitrobenzene (1.59 g, 10 mmol) in DMSO (15 mL) were added K2CO3 (3.04 g, 22 mmol) and diisobutylamine (1.42 g, 11 mmol). The mixture was heated at 90° C. overnight, then cooled to rt, diluted with water (50 mL) and extracted with CH2Cl2 (50 mL×3). The combined organic phases were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=10:1) to give the title compound as pale yellow oil (0.80 g, 30%).

後処理

  1. temperaturecooled to rt
  2. extractionextracted with CH2Cl2 (50 mL×3)
  3. dry with materialThe combined organic phases were dried over anhydrous Na2SO4
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=10:1)

出典と根拠

ORDレコード
ord-e8c979772a984cd58c8253213d427499
出典データセット
uspto-grants-2016_09
特許番号
US09434695B2

関連ノート

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