1-(5-(Prop-1-en-2-yl)pyridin-3-yl)ethanone oxime → 1-[5-(Propan-2-yl)pyridin-3-yl]ethan-1-amine
Reaktionsgleichung
[CH2:1]=[C:2]([C:4]1[CH:5]=[C:6]([C:10](=[N:12]O)[CH3:11])[CH:7]=[N:8][CH:9]=1)[CH3:3]>CO.Cl.[Pd]>[CH:2]([C:4]1[CH:5]=[C:6]([CH:10]([NH2:12])[CH3:11])[CH:7]=[N:8][CH:9]=1)([CH3:3])[CH3:1]Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
To a stirred solution of 1-(5-(prop-1-en-2-yl)pyridin-3-yl)ethanone oxime (400 mg) in MeOH.HCl (1.25M, 8 mL) was added 10% Pd/C (40 mg) and stirred under hydrogen atmosphere for 4 h. The catalyst was filtered off and the residue was dissolved in 5 mL of 25% aqueous NH3 and extracted with CHCl3 and the organic layer was washed with brine, dried with Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography (10% MeOH/90% CHCl3 spiked with 0.25% of Et3N) to provide 155 mg of the product.