2-(Propenyl)-5-[4-(4-propylcyclohexyl)phenyl]selenophene → 2-Propyl-5-[4-(4-propylcyclohexyl)phenyl]selenophene
Reaktionsgleichung
[CH:1]([C:4]1[Se:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH:15]3[CH2:20][CH2:19][CH:18]([CH2:21][CH2:22][CH3:23])[CH2:17][CH2:16]3)=[CH:11][CH:10]=2)=[CH:7][CH:8]=1)=[CH:2][CH3:3]>C(OCC)(=O)C.[Pd]>[CH2:1]([C:4]1[Se:5][C:6]([C:9]2[CH:10]=[CH:11][C:12]([CH:15]3[CH2:16][CH2:17][CH:18]([CH2:21][CH2:22][CH3:23])[CH2:19][CH2:20]3)=[CH:13][CH:14]=2)=[CH:7][CH:8]=1)[CH2:2][CH3:3]Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
1.0 g (2.69 mmol) of 2-(propenyl)-5-[4-(4-propylcyclohexyl)phenyl]selenophene is hydrogenated in 10 ml of ethyl acetate, in the presence of Pd/C (5% of Pd) at atmospheric pressure and RT. The reaction soln. is filtered and concentrated to dryness, and the crude product is purified by column chromatography (SiO2, n-heptane→n-heptane:EtOAc=20:1). The further purification is carried out by recrystallisation from n-heptane. 2-Propyl-5-[4-(4-propylcyclohexyl)phenyl]selenophene is obtained as a colourless solid.