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Sodium hydride → 2-(2,4-Difluorophenoxy)-5-methyl-4-nitropyridine-1-oxide

HRID 271067
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HRID 271067 반응식
[H-].[Na+].[F:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[OH:11].Cl[C:13]1[CH:18]=[C:17]([N+:19]([O-:21])=[O:20])[C:16]([CH3:22])=[CH:15][N+:14]=1[O-:23]>C1COCC1>[F:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[O:11][C:13]1[CH:18]=[C:17]([N+:19]([O-:21])=[O:20])[C:16]([CH3:22])=[CH:15][N+:14]=1[O-:23]
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참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 1230512,4-DifluorophenolHCID 123180102-Chloro-5-methyl-4-nitropyridine N-oxide

생성물 1

HCID 598342802-(2,4-Difluorophenoxy)-5-methyl-4-nitropyridine-1-oxide수율 55%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a suspension of sodium hydride (0.47 g, 60% in oil) in 50 mL of THF was added dropwise a solution of 1 mL of 2,4-difluorophenol in 10 mL of THF. The reaction mixture was stirred for one hour, and 2-chloro-5-methyl-4-nitropyridine-1-oxide (2.0 g) was added slowly. The resulting mixture was stirred at reflux for 8 hours and at room temperature overnight. The solvent was removed and the light yellow solid isolated by extraction with methylene chloride. Purification via chromatography (silica gel, ethyl acetate/hexane, 1:1) gave 1.65 g of 2-(2,4-difluorophenoxy)-5-methyl-4-nitropyridine-1-oxide (55% yield). Mass Spec. M+H=283.

후처리

  1. stirringThe resulting mixture was stirred
  2. customThe solvent was removed
  3. customthe light yellow solid isolated by extraction with methylene chloride
  4. customPurification via chromatography (silica gel, ethyl acetate/hexane, 1:1)

출처 및 근거

ORD 기록
ord-7eca7bef018344dba3ec28acdcb8bb7a
출처 데이터셋
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07452880B2

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