C[O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:18][C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11](=[O:19])[N:10]2[CH3:20])=[CH:5][CH:4]=1.[Cl-].[Al+3].[Cl-].[Cl-].O>C1C=CC=CC=1>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:18][C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11](=[O:19])[N:10]2[CH3:20])=[CH:7][CH:8]=1To 500 ml of a solution containing 10 g of 3-(4-methoxyphenyl)-2-methyl-1-oxo-1,2,3,4-tetrahydroisoquinoline in benzene, 20 g of aluminum chloride was added and the mixture was heated to reflux for 7 hours. After allowing the resulting mixture to cool, water was added thereto and the generated insoluble materials were removed by filtration through Celite. The filtrate was extracted with ethyl acetate and the combined organic layers were washed with brine, followed by drying over anhydrous magnesium sulfate. After evaporating the solvent, the residue was purified by silica gel column chromatography [hexane/ethyl acetate (2/1) to obtain 5.34 g of 3-(4-hydroxyphenyl)-2-methyl-1-oxo-1,2,3,4-tetrahydroisoquinoline.
Wird geladen…
