2-[6-[(6-Bromohexyl)oxy]-1-hexynyl]quinoline → 2-[6-[(6-Bromohexyl)oxy]hexyl]quinoline
Reaktionsgleichung
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]#[C:14][C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]=1>C(O)C.[Pd]>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]=1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
A solution of 2-[6-[(6-bromohexyl)oxy]-1-hexynyl]quinoline (2.29 g) in ethanol (120 ml) was hydrogenated at room temperature and pressure over pre-reduced 10% palladium on carbon (1 g) for 20 min. The catalyst was removed by filtration through hyflo and the filtrate evaporated in vacuo to a brown oil. Purification by FCC eluting with hexane-ether (2:1) gave the title compound as a pale brown oil (1.70 g), t.l.c. (hexane:ether 2:1) Rf 0.21.