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Ethyl Acetate → 3-Pyridin-2-yl-propionic acid tert-butyl ester

HRID 499329
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HRID 499329 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1/[CH:7]=[CH:8]/[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10].C([O-])=O.[NH4+].C(OCC)(=O)C>C(O)C.O>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10]
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참가 물질

6

반응물 3

HCID 8857Ethyl AcetateHCID 2723923Ammonium formateHCID 10899753(E)-tert-Butyl 3-(pyridin-2-yl)acrylate

생성물 1

HCID 591086993-Pyridin-2-yl-propionic acid tert-butyl ester수율 94%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

실험 절차

tert-Butyl (E)-3-(2-pyridyl)-2-propenoate (1.1 g, 5.4 mmol) was dissolved in ethanol (12 ml), and a solution of ammonium formate (2.0 g, 32.0 mmol) in water (3 ml) was added thereto. The reaction mixture was refluxed for 1.5 hrs, combined with ethyl acetate and water and filtered. The filtrate was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the titled compound (1.0 g, 94%).

후처리

  1. temperatureThe reaction mixture was refluxed for 1.5 hrs
  2. filtrationfiltered
  3. extractionThe filtrate was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-e48904e737614a75a56e9a05c8703193
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07767665B2

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