Ethanol → Opc-29030

反応式

C(O)C.[CH3:4][C:5]1[CH:10]=[C:9](Br)[CH:8]=[CH:7][C:6]=1[N:12]1[CH:16]=[CH:15][N:14]=[C:13]1[S:17]([CH2:19][CH2:20][CH2:21][O:22][C:23]1[CH:24]=[C:25]2[C:30](=[CH:31][CH:32]=1)[NH:29][C:28](=[O:33])[CH2:27][CH2:26]2)=[O:18]>[C].[Pd].C(N(CC)CC)C>[CH3:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:12]1[CH:16]=[CH:15][N:14]=[C:13]1[S@:17]([CH2:19][CH2:20][CH2:21][O:22][C:23]1[CH:24]=[C:25]2[C:30](=[CH:31][CH:32]=1)[NH:29][C:28](=[O:33])[CH2:27][CH2:26]2)=[O:18]

参加物

実験手順

In a pressure glass reactor containing ethanol was placed 12 g of 6-{3-[1-(2-methyl-4-bromophenyl)-2-imidazolylsulfinyl]propoxy}-3,4-dihydrocarbostyril. To the resulting solution were added 18 ml of triethylamine and 6 g of a 10% palladium carbon powder. The reactor inside was purged with hydrogen gas and the reactor contents were subjected to a reaction at a pressure of 3 kg/cm2 at 70° C. for 16 hours. The reaction was repeated on the same scale. The reaction mixture obtained from two times of the reaction was filtered to remove the catalyst. The filtrate was extracted with chloroform, washed with 1 N aqueous hydrochloric acid solution thoroughly, washed with an aqueous solution saturated with sodium chloride, dried with anhydrous magnesium sulfate, and subjected to distillation to remove the solvent. The resulting white oil was purified by a silica gel column chromatography (eluant: dichloromethane/ethyl acetate/methanol=30/10/1) to obtain crude crystals. The crude crystals were recrystallized from ethanol to obtain 13.2 g of (S)-(+)-6-{3-[1-(2-methylphenyl)-2-imidazolylsulfinyl]propoxy}-3,4-dihydrocarbostyril.