Ammonium formate → 4-Pyridinepropanenitrile

HRID 499609노트

반응식

HRID 499609 반응식
[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

참가 물질

6

반응물 2

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

생성물 1

HCID 73304614-Pyridinepropanenitrile수율 67%

시약·촉매·용매 3

HCID 178418390HCID 178418390, 화합물촉매HCID 702Ethanol용매HCID 962Water용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-4c551311597947b2907e1000765ed115
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07767665B2

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