反应详情

温度

75 °C

To a stirred solution of 3-(4-bromophenyl)propyl methanesulfonate (4.2 g, 14.33 mmol) in acetonitrile (33.2 ml) was added tert-butyl piperazine-1-carboxylate (3.47 g, 18.62 mmol) and triethylamine (2.60 ml, 18.62 mmol). Reaction mixture heated to 75° C. overnight. The reaction mixture was evaporated to dryness and redissolved in EtOAc (40 mL), and washed with 2:8 saturated brine:water (45 mL). The aqueous was extracted with EtOAc (2×25 mL), organics combined and washed with 2:8 saturated brine:water (2×45 mL) and saturated brine (25 mL). The organic was dried over magnesium sulfate, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography using Isco Companion, 50 g silica column, elution gradient 30 to 50% EtOAc in dichloromethane. Pure fractions were evaporated to dryness to afford the sub-title compound as a yellow oil. Yield: 2.4 g

1. customReaction mixture
2. customThe reaction mixture was evaporated to dryness
3. dissolutionredissolved in EtOAc (40 mL)
4. washwashed with 2:8 saturated brine
5. extractionThe aqueous was extracted with EtOAc (2×25 mL)
6. washwashed with 2:8 saturated brine
7. dry with materialThe organic was dried over magnesium sulfate
8. filtrationfiltered
9. customevaporated
10. customto afford crude product
11. customThe crude product was purified by flash silica chromatography
12. washIsco Companion, 50 g silica column, elution gradient 30 to 50% EtOAc in dichloromethane
13. customPure fractions were evaporated to dryness