反应详情

温度

0 °C

To 671.4 mg of 6-methoxy-2-[4-[2-(1-pyrrolidinyl)-ethoxy]phenyl]benzo[b]thiophene (Example 1, Part B) in 10 mL of 1,2-dichloroethane was added 1.114 g of AlCl3 at 0° C., followed by dropwise addition of 0.30 mL of 4-fluorobenzoyl chloride. The deep red solution was stirred at 0° C. for 1 h and then at 0 to 15° C. for 19 h. The reaction was quenched by pouring the reaction mixture into 50 mL of ice-cold 2.0 N NaOH solution. The mixture was then extracted with 3×100 mL of EtOAc which was washed with 50 mL of H2O and brine. Combined organic layers were dried over MgSO4, concentrated, and purified by flash chromatography with 5 v/v % (10% conc NH4OH in MeOH) in CH2Cl2 to give 826.4 mg (92%) of the product ketone as viscous oil.

1. waitat 0 to 15° C. for 19 h
2. customThe reaction was quenched
3. additionby pouring the reaction mixture into 50 mL of ice-cold 2.0 N NaOH solution
4. extractionThe mixture was then extracted with 3×100 mL of EtOAc which
5. washwas washed with 50 mL of H2O and brine
6. dry with materialCombined organic layers were dried over MgSO4
7. concentrationconcentrated
8. custompurified by flash chromatography with 5 v/v % (10% conc NH4OH in MeOH) in CH2Cl2