1-Methylpiperazine → N'-Methylpiperazinyl geranylgeranyl acetamide
Reaktionsgleichung
[CH2:1]([CH2:11]/[C:12](/[CH3:25])=[CH:13]/[CH2:14][CH2:15]/[C:16](/[CH3:24])=[CH:17]/[CH2:18][CH2:19][C:20]([O:22]C)=O)/[CH:2]=[C:3](/[CH2:5][CH2:6][CH:7]=[C:8]([CH3:10])[CH3:9])\[CH3:4].[CH3:26][N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1>>[CH3:26][N:27]1[CH2:32][CH2:31][N:30]([C:20](=[O:22])[CH2:19][CH2:18]/[CH:17]=[C:16](/[CH2:15][CH2:14]/[CH:13]=[C:12](\[CH3:25])/[CH2:11][CH2:1]/[CH:2]=[C:3](/[CH2:5][CH2:6][CH:7]=[C:8]([CH3:9])[CH3:10])\[CH3:4])\[CH3:24])[CH2:29][CH2:28]1Komponenten
3
Versuchsvorschrift
A three-necked flask equipped with a thermometer and a stirrer was charged with 69.2 g of methyl geranylgeranylacetate and 17.0 g of N-methylpiperazine. They were heated at 150° to 200° C. in an atmosphere of nitrogen for 3 hours with stirring. After cooling, the reaction mixture was chromatographed on a column of 3 kg of silica gel using a mixture of chloroform and methanol (7:1 by volume) as an eluent, and then further chromatographed on a column of 1.5 kg of silica gel using a mixture of ethyl acetate, ethanol and benzene (1:1:1 by volume) as an eluent to give 36 g of pure N-methyl-N'-geranylgeranylacetyl piperazine [compound (2)] as an oil. The structure of the product was determined from the following analytical results.