[1,4'-Bipiperidine]-4'-carboxamide → 1,2,3,5,6,7,8,8a-Octahydro-2-oxoimidazo[1,2-a]pyridine-3-spiro-4'-piperidine
Reaktionsgleichung
[C:1]([C:4]1([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)(=[O:3])[NH2:2]>[Pd].O>[O:3]=[C:1]1[C:4]2([CH2:9][CH2:8][NH:7][CH2:6][CH2:5]2)[N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]2[NH:2]1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
A mixture of 5 g of 4-carbamoyl-4-piperidino-piperidine, 0.5 g of 5% palladium-on-charcoal catalyst and 50 ml of water is boiled under reflux for 50 hours. The reaction mixture is then cooled, and the catalyst is removed by filtration. The filtrate is concentrated and allowed to stand. The precipitated crystals are collected by filtration, dried and recrystallized from chloroform to give 1,2,3,5,6,7,8,8a-octahydro-2-oxo-imidazo[1,2-a]pyridine-3-spiro-4'-piperidine as colorless crystals, m.p. 193° C. 2,3,5,6,7,8-Hexahydro-2-oxo-imidazo[1,2-a]pyridine-3-spiro-4'-piperidine is obtained from the mother liquor. Overall yield is 65%.