4-Fluorophenol → 2-(4-Fluorophenoxy)-3-nitropyridine

HRID 1988851ノート

反応式

HRID 1988851 の反応式
[H-].[Na+].[F:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.Cl[C:12]1[CH:17]=[CH:16][N:15]=[CH:14][C:13]=1[N+:18]([O-:20])=[O:19]>CN(C)C=O.C(OCC)(=O)C>[F:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][C:14]2[C:13]([N+:18]([O-:20])=[O:19])=[CH:12][CH:17]=[CH:16][N:15]=2)=[CH:6][CH:5]=1

参加物

6

反応物 3

HCID 97324-FluorophenolHCID 24758Sodium hydrideHCID 27357814-Chloro-3-nitropyridine

生成物 1

HCID 27374582-(4-Fluorophenoxy)-3-nitropyridine収率 77.5%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Sodium hydride (7.2 g, 180.4 mmol) was slowly added at 0° C. to a solution of 4-fluorophenol (17.11 g, 152.6 mmol) in 200 ml of N,N-dimethylformamide and then the reaction mixture was stirred for 30 minutes at room temperature. 4-Chloro-3-nitropyridine (22.0 g, 138.8 mmol) prepared in Step 1 of Preparation 1 was added at 0° C. to the reaction mixture, which was stirred for 1 hour at room temperature, diluted with 200 ml of ethyl acetate, and then washed with 200 ml of water three times. The separated organic layer was dried on anhydrous magnesium sulfate and then concentrated under reduced pressure to give the titled compound as a pale yellow solid (25.2 g, 76.8%).

後処理

  1. additionwas added at 0° C. to the reaction mixture, which
  2. stirringwas stirred for 1 hour at room temperature
  3. washwashed with 200 ml of water three times
  4. dry with materialThe separated organic layer was dried on anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-fbfd88445fc04b6f809f8439c7c831bb
出典データセット
uspto-grants-2010_01
特許番号
US07642269B2

反応ノート

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