Tetrahydrofuran → 1-(5-Methylpyridin-3-yl)ethan-1-one

HRID 2195723ノート

反応式

HRID 2195723 の反応式
[CH3:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:9]=1)C#N.[C:10]([O-:13])([O-])=O.[Na+].[Na+].[CH2:16]1COCC1>CCOCC>[CH3:1][C:2]1[CH:9]=[C:6]([C:10](=[O:13])[CH3:16])[CH:5]=[N:4][CH:3]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 10340Sodium CarbonateHCID 6378385-Methylnicotinonitrile

生成物 1

HCID 5775691-(5-Methylpyridin-3-yl)ethan-1-one収率 30%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

5-Methyl-nicotinonitrile (2.08 g, 17.6 mmol) is heated at reflux in dry THF (20 mL) with MgMeBr (3 M solution in Et2O, 10 mL, 30 mmol) for 2 h. After cooling down, aq. Na2CO3 is added slowly to quench the reaction. Extractions with DCM affords the crude mixture which is purified by silica gel chromatography to yield 1-(5-methyl-pyridin-3-yl)-ethanone 18 (0.7 g, 30%). LC/MS (m/z) (M+1)+: 136.1.

後処理

  1. temperatureAfter cooling down
  2. customto quench
  3. customthe reaction
  4. extractionExtractions with DCM
  5. customaffords the crude mixture which
  6. customis purified by silica gel chromatography

出典と根拠

ORDレコード
ord-3512003bfe85409fb343489eb337bf82
出典データセット
uspto-grants-2012_12
特許番号
US08338417B2

反応ノート

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