Ethyl 4-(2-hydroxyethyl)picolinate → Ethyl 4-(2-hydroxyethyl)piperidine-2-carboxylate
Reaktionsgleichung
[OH:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][N:7]=[C:6]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:5]=1>C(O)(=O)C.[Pt]=O>[OH:1][CH2:2][CH2:3][CH:4]1[CH2:9][CH2:8][NH:7][CH:6]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:5]1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
A mixture of 8.37 g of ethyl 4-(2-hydroxyethyl)-pyridine-2-carboxylate in 130 ml acetic acid and 4 g platinum oxide is hydrogenated at 50 lbs/in2. Filtration, concentration in vacuo, neutralization with potassium carbonate and extraction with methylene chloride yields an oil that is purified by flash chromatography using methylene chloride/methanol saturated with ammonia (20:1) to yield ethyl 4-(2-hydroxyethyl)-piperidine-2-carboxylate.