[N:1]1[C:5]2[C:6]3[C:11]([CH2:12][CH2:13][C:4]=2[S:3][C:2]=1[NH:14][C:15](=O)[CH2:16][CH3:17])=[CH:10][CH:9]=[CH:8][CH:7]=3.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.[O-]S([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH2:15]([NH:14][C:2]1[S:3][C:4]2[CH2:13][CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[N:1]=1)[CH2:16][CH3:17]Under ice-cooling, to a solution of N-(4,5-dihydronaphtho[1,2-d][1,3]thiazol-2-yl)propanamide (1.70 g, 6.6 mmol) in tetrahydrofuran (30 mL) was added lithium aluminum hydride (749 mg, 20 mmol), and the mixture was stirred at room temperature for 3 hrs. Sodium sulfate 10 hydrate (9.6 g, 30 mmol) was added, and the mixture was stirred at room temperature for 1 hr. Insoluble material was filtered off, and the filtrate was concentrated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4:1) to give the title compound (1.32 g, yield 82%) as a yellow powder.
Wird geladen…
