1,8-Diazabicyclo(5.4.0)undec-7-ene → Methyl 3-formyl-4,5-dimethyl-1-vinylpyrrole-2-carboxylate
Reaktionsgleichung
Br[CH2:2][CH2:3][N:4]1[C:8]([CH3:9])=[C:7]([CH3:10])[C:6]([CH:11]=[O:12])=[C:5]1[C:13]([O:15][CH3:16])=[O:14].N12CCCN=C1CCCCC2>O1CCCC1>[CH:11]([C:6]1[C:7]([CH3:10])=[C:8]([CH3:9])[N:4]([CH:3]=[CH2:2])[C:5]=1[C:13]([O:15][CH3:16])=[O:14])=[O:12]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A solution of 0.15 g (0.00052 mole) of methyl 1-(2-bromoethyl)-3-formyl-4,5-dimethylpyrrole-2-carboxylate and 0.08 g (0.00052 mole) of 1,8-diazabicyclo[5.4.0]undec-7-ene dissolved in 2 ml of tetrahydrofuran was heated under reflux for 6 hours. The reaction mixture was allowed to cool at room temperature and purified by column chromatography through silica gel using a 9:1 mixture of toluene and ethyl acetate as an eluent to give 0.080 g (74% yield) of methyl 3-formyl-4,5-dimethyl-1-vinylpyrrole-2-carboxylate as pale yellow crystals.