4-(5-Isopropenyl-2-methyl-1-cyclopenten-1-yl)-2-butanone → 3-Isopropyl-1-methyl-2-(3-oxobutyl)-cyclopent-1-ene

反応式

[C:1]([CH:4]1[CH2:8][CH2:7][C:6]([CH3:9])=[C:5]1[CH2:10][CH2:11][C:12](=[O:14])[CH3:13])([CH3:3])=[CH2:2].[H][H]>C(OCC)(=O)C.[Pd]>[CH:1]([CH:4]1[CH2:8][CH2:7][C:6]([CH3:9])=[C:5]1[CH2:10][CH2:11][C:12](=[O:14])[CH3:13])([CH3:3])[CH3:2]

参加物

実験手順

4 g of 3-isopropenyl-1-methyl-2-(3-oxobutyl)-cyclopent-1-ene were hydrogenated in 50 ml of ethyl acetate in the presence of 400 mg of palladium on calcium carbonate (5%). After the uptake of one equivalent of hydrogen, the solution was filtered over Celite, concentrated and distilled under a high vacuum. There were obtained 4 g of 3-isopropyl-1-methyl-2-(3-oxobutyl)-cyclopent-1-ene; boiling point 0.005 about 70° C; nD20 = 1.4709; IRfilm : νmax = 1/25, 1390/70 and 1170cm-1. The compound has a woody, floral note.