Ammonium formate → 4-Pyridinepropanenitrile

HRID 499609

反応式

HRID 499609 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([CH:7]=[CH:8][C:9]#[N:10])=[CH:3][CH:2]=1.C([O-])=O.[NH4+]>C(O)C.O.[C].[Pd]>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][C:9]#[N:10])=[CH:3][CH:2]=1

参加物

6

反応物 2

HCID 2723923Ammonium formateHCID 534078083-Pyridin-4-YL-acrylonitrile

生成物 1

HCID 73304614-Pyridinepropanenitrile収率 67%

試薬・触媒・溶媒 3

HCID 178418390HCID 178418390、化合物触媒HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

3-(4-Pyridyl)acrylonitrile (1.3 g, 10.0 mmol) was dissolved in ethanol (10 ml), and 10% palladium-carbon (0.13 g) and a solution of ammonium formate (2.5 g, 40.0 mmol) in water (3 ml) were added thereto. The reaction mixture was refluxed for 2.5 hrs. Palladium-carbon was filtered off, and the reaction mixture was combined with ethyl acetate and water. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The reaction mixture was subjected to a silica gel (25 g) column chromatography. The fractions eluted with hexane-ethyl acetate (1:1, v/v) were collected and concentrated to give the titled compound (0.88 g, 67%).

後処理

  1. temperatureThe reaction mixture was refluxed for 2.5 hrs
  2. filtrationPalladium-carbon was filtered off
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. washThe fractions eluted with hexane-ethyl acetate (1:1
  6. customv/v) were collected
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-4c551311597947b2907e1000765ed115
出典データセット
uspto-grants-2010_08
特許番号
US07767665B2

関連ノート

読み込み中…