Water → 1-[1-(Dibenzo[b,d]furan-2-yl)prop-1-en-1-yl]pyrrolidine
Reaktionsgleichung
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.B(F)(F)F.[CH3:10][CH2:11][O:12][CH2:13][CH3:14].O.[C:16]1([CH3:22])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH:21]1[C:20]2[C:14]3[CH:2]=[CH:3][CH:4]=[CH:5][C:13]=3[O:12][C:11]=2[CH:10]=[CH:22][C:16]=1[C:17]([N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)=[CH:18][CH3:19]Komponenten
5
Versuchsvorschrift
In 100 ml of toluene, 2 g of the starting ketone, 2.12 g of pyrrolidine and 0.14 g of boron trifluoride etherate were dissolved. The mixture was refluxed for 47 hours under argon atmosphere using a Cope water separator and molecular sieve 4A as the dehydrating agent. After having distilled out the solvent, the residue was subjected to a distillation under a reduced pressure to obtain 0.95 g of the desired enamine (yield: 34%).