Reacción #588576
ord-aee4171ffd7f47a6ae020a6bd65b03f3
Ecuación de reacción
Reactantes
Disolventes
Condiciones de reacción
Tratamiento posterior
- 1workup.STIRRINGthe mixture was stirred at room temperature for 15 hours
- 2Lavadothe organic layer was washed successively with 50 ml of water and 50 ml of a saturated sodium chloride solution
- 3SecadoThe mixture was dried over anhydrous magnesium sulfate
- 4Concentraciónconcentrated under reduced pressure
- 5OtroThe residue was purified by silica gel column chromatography
- 6Otro0.172 g of the starting material was collected from the fraction
- 7Lavadoeluted with hexane-ethyl acetate (4:1)
Procedimiento
0.187 g of mercury (II) acetate and 0.090 of sodium borohydride were added to 8 ml of an ethanol solution containing 0.265 g of t-butyl 4-[1-(2-butynyl)-5-ethoxycarbonyl-4-methylsulfanyl carbonyl-1H-imidazol-2-yl]piperazine-1-carboxylate at 0° C., and the mixture was stirred at room temperature for 4 hours. After 0.187 g of mercury (II) acetate and 0.090 of sodium borohydride had been added to the solution, the mixture was stirred at room temperature for 15 hours. 100 ml of ethyl acetate and 50 ml of 0.5N hydrochloric acid were added to the solution, and the organic layer was washed successively with 50 ml of water and 50 ml of a saturated sodium chloride solution. The mixture was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography. 0.172 g of the starting material was collected from the fraction eluted with hexane-ethyl acetate (4:1). Then, 0.061 g of the title compound was obtained from the fraction eluted with hexane-ethyl acetate (1:4).