2-(trimethylsilyl)ethyl 4-oxo-2-vinyl-3,4-dihydropyridine-1(2H)-carboxylate → 2-(Trimethylsilyl)ethyl 4-oxo-2-vinylpiperidine-1-carboxylate
Reaktionsgleichung
[O:1]=[C:2]1[CH:7]=[CH:6][N:5]([C:8]([O:10][CH2:11][CH2:12][Si:13]([CH3:16])([CH3:15])[CH3:14])=[O:9])[CH:4]([CH:17]=[CH2:18])[CH2:3]1>C(O)(=O)C.[Zn]>[O:1]=[C:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][CH2:11][CH2:12][Si:13]([CH3:16])([CH3:15])[CH3:14])=[O:9])[CH:4]([CH:17]=[CH2:18])[CH2:3]1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
2-(trimethylsilyl)ethyl 4-oxo-2-vinyl-3,4-dihydropyridine-1(2H)-carboxylate (29.1 g, 109 mmol) in acetic acid (500 ml) was added zinc dust (42.7 g, 652 mmol). The solution stirred at room temperature for 2 hrs and was filtered through a pad of celite. The solvent was evaporated under reduced pressure and the product was purified by column chromatography on silica gel Biotage 65i, eluting with 20% ethyl acetate/hexanes.