Dicyclohexylamine → N,N-Diethyl-5-[6-[(6-bromohexyl)oxy]-1-hexynyl]-2-furancarboxamide
Reaktionsgleichung
[CH2:1]([N:3]([CH2:12][CH3:13])[C:4]([C:6]1[O:7][C:8](Br)=[CH:9][CH:10]=1)=[O:5])[CH3:2].[Br:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]#[CH:27].C1(NC2CCCCC2)CCCCC1>>[CH2:1]([N:3]([CH2:12][CH3:13])[C:4]([C:6]1[O:7][C:8]([C:27]#[C:26][CH2:25][CH2:24][CH2:23][CH2:22][O:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][Br:14])=[CH:9][CH:10]=1)=[O:5])[CH3:2]Komponenten
4
Versuchsvorschrift
N,N-diethyl-5-bromo-2-furancarboxamide (1.5 g) was treated with 6-[(6-bromohexyl)oxy]-1-hexyne (1.59 g) and N,N-dicyclohexylamine (2.10 g) according to the method of Intermediate 9 except that the reaction mixture was refluxed under nitrogen for 3 h and FCC eluting with hexane followed by hexane:ether (4:1→1:1) gave the title compound as an orange oil (1.90 g), t.l.c. (hexane:ether 1:1) Rf 0.15.