Ethyl 3-(pyrimidin-5-yl)prop-2-enoate → Ethyl 3-(5-pyrimidyl)propionate

HRID 2228908Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2228908
[N:1]1[CH:6]=[C:5]([CH:7]=[CH:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:4]=[N:3][CH:2]=1>C(O)C.[Pd]>[N:1]1[CH:6]=[C:5]([CH2:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:4]=[N:3][CH:2]=1

Komponenten

4

Edukt 1

HCID 53438539Ethyl 3-(pyrimidin-5-yl)prop-2-enoate

Produkt 1

HCID 21936199Ethyl 3-(5-pyrimidyl)propionateAusbeute 47,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of ethyl 3-(5-pyrimidyl)acrylate (4.75 g) in ethanol (90 ml) was added 5% palladium on charcoal (0.2 g). The mixture was hydrogenated at an initial pressure of 50 psi, then filtered to remove catalyst and the solvent evaporated. Water was added, and the product extracted into ether. Drying, charcoaling and evaporation gave ethyl 3-(5-pyrimidyl)propionate (2.3 g) as a yellow oil. 1H-NMR (CDCl3) δ 1.23 (3H, t), 2.69 (2H, t), 2.96 (2H, t), 4.14 (2H, q), 8.635 (2H, s) and 9.09 (1H, s).

Aufarbeitung

  1. filtrationfiltered
  2. customto remove catalyst
  3. customthe solvent evaporated
  4. additionWater was added
  5. extractionthe product extracted into ether
  6. customDrying
  7. customcharcoaling and evaporation

Quellen und Nachweise

ORD-Eintrag
ord-5845df4c4a6b4e97b04c1c946e30da3a
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06417192B1

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