反应详情

To a solution (1.1 M) of diethyl acetamidomalonate (1.15 g, 5.29 mmol) in N-ethyl-2-pyrrolidone (4.0 mL) was added potassium t-butoxide (0.58 g, 5.41 mmol), and the mixture was stirred at room temperature for 1 hr. Bis(4-fluorophenyl)methylene chloride (1.0 g, 4.21 mmol) and potassium iodide (0.70 g, 4.21 mol) were added, and the mixture was stirred at 60° C. for 6 hrs. After completion of the reaction, toluene (5 mL) and 2M aqueous sodium hydroxide solution (5 mL) were added to the reaction mixture, and the mixture was stirred at 60° C. for 5 hrs. The reaction mixture was allowed to cool to room temperature and partitioned. The aqueous layer was adjusted to 7.0 with concentrated hydrochloric acid. Ethyl acetate (8 mL) was added, and then concentrated hydrochloric acid was added. The mixture was partitioned and the aqueous layer was extracted with ethyl acetate (2 mL). The organic layers were combined, and the content of the title compound was examined by HPLC to find 1.10 g thereof contained in the organic layer (Inertsil ODS-2, 0.03 M phosphate buffer:acetonitrile=90:10-25:75 (20 min), 220 nm, 1.0 mL/min, rt).

1. stirringthe mixture was stirred at 60° C. for 6 hrs
2. additionwere added to the reaction mixture
3. stirringthe mixture was stirred at 60° C. for 5 hrs
4. temperatureto cool to room temperature
5. custompartitioned
6. additionEthyl acetate (8 mL) was added
7. additionconcentrated hydrochloric acid was added
8. customThe mixture was partitioned
9. extractionthe aqueous layer was extracted with ethyl acetate (2 mL)
10. customthereof contained in the organic layer (Inertsil ODS-2, 0.03 M phosphate buffer:acetonitrile=90:10-25:75 (20 min), 220 nm, 1.0 mL/min, rt)