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

HRID 1988851노트

반응식

HRID 1988851 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

HCID 27374582-(4-Fluorophenoxy)-3-nitropyridine수율 77.5%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-fbfd88445fc04b6f809f8439c7c831bb
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07642269B2

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