1,4-Dioxane → 2-(2-Fluoro-5-nitrophenyl)pyridine

HRID 13286

反応式

HRID 13286 の反応式
Br[C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1[F:8].C(=O)(O)[O-].[Na+].O1[CH2:22][CH2:21]OCC1>>[F:8][C:7]1[CH:6]=[CH:5][C:4]([N+:9]([O-:11])=[O:10])=[CH:3][C:2]=1[C:22]1[CH:21]=[CH:2][CH:3]=[CH:4][N:9]=1

参加物

4

反応物 3

HCID 312751,4-DioxaneHCID 696992-Bromo-1-fluoro-4-nitrobenzeneHCID 516892Sodium Bicarbonate

生成物 1

HCID 222853002-(2-Fluoro-5-nitrophenyl)pyridine

実験手順

0.55 g of Tetrakis-triphenylphosphine palladium was added to a 1,4-dioxane (20 ml) solution of 2.1 g of 3-bromo-4-fluoro-nitrobenzene and 2.3 g of 2-trimethyltin-pyridine, and the reaction liquid was heated overnight under reflux. Aqueous saturated sodium bicarbonate was added to the reaction liquid, and extracted with ethyl acetate. The organic layer was washed with water and saturated saline, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=7/1) to obtain the entitled compound as a yellow solid.

後処理

  1. customthe reaction liquid
  2. temperaturewas heated overnight
  3. temperatureunder reflux
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with water and saturated saline
  6. dry with materialdried with anhydrous sodium sulfate
  7. customThe solvent was evaporated away under reduced pressure
  8. customthe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=7/1)

出典と根拠

ORDレコード
ord-b06ca7ffde7348cc9499a39a52f86f8f
出典データセット
uspto-grants-2010_06
特許番号
US07728025B2

関連ノート

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