Water → (4-Fluorophenyl)(6-fluoro-3-pyridinyl)methanone

HRID 900768ノート

反応式

HRID 900768 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([Mg]Cl)=[CH:4][CH:3]=1.[F:10][C:11]1[CH:19]=[CH:18][C:14]([C:15](Cl)=[O:16])=[CH:13][N:12]=1.O>CCOCC>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:15]([C:14]2[CH:13]=[N:12][C:11]([F:10])=[CH:19][CH:18]=2)=[O:16])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 962WaterHCID 146236022-Fluoropyridine-5-carbonyl chlorideHCID 178505844HCID 178505844、化合物

生成物 1

HCID 69292195(4-Fluorophenyl)(6-fluoro-3-pyridinyl)methanone

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

A 2 M solution of 4-fluorophenyl magnesium chloride (7 ml, 14 mmol) was slowly added at −30° C. to a solution of 6-fluoronicotinoyl chloride (3.35 g, 21 mmol,) in ether (30 ml). After complete addition, the cooling bath was removed and the reaction was allowed to reach 10° C. Hydrolysis was performed by addition of water, and the mixture is then diluted with ether. After separation of the layers, the ether solution was washed with brine, dried over Na2SO4 and evaporated in vacuum to yield a yellow solid. After purification by chromatography on silica gel (CH2Cl2/Hexane 85/15), the (4-fluorophenyl)(6-fluoro-3-pyridinyl)methanone 38 was obtained as a white solid (1.52 g, 50%).

後処理

  1. additionAfter complete addition
  2. customthe cooling bath was removed
  3. customto reach 10° C
  4. customHydrolysis
  5. customAfter separation of the layers
  6. washthe ether solution was washed with brine
  7. dry with materialdried over Na2SO4
  8. customevaporated in vacuum
  9. customto yield a yellow solid
  10. customAfter purification by chromatography on silica gel (CH2Cl2/Hexane 85/15)

出典と根拠

ORDレコード
ord-0ad320e99ff84f7a8a1d986c7f0ace50
出典データセット
uspto-grants-2008_04
特許番号
US07361668B2

反応ノート

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