反应详情

To a solution of tert-butyl (2S)-2-[methoxy(methyl)carbamoyl]pyrrolidine-1-carboxylate (2.35 g, 9.10 mmol) in tetrahydrofuran (10 mL), 0.5 M solution of bromo(3-fluoro-4-methylphenyl)magnesium in tetrahydrofuran (20 mL, 10 mmol) was added dropwise under an argon atmosphere and ice cooling. Upon the completion of the dropwise addition, the mixture was stirred for 16 hours at room temperature, and then added with saturated aqueous citrate solution (40 mL). The mixture obtained was extracted with ethyl acetate (30 mL×3) and the organic layers were combined, washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (n-hexane/ethyl acetate=6/4) to give the title compound as a brown oily substance (1.35 g, yield 48%).

1. additionUpon the completion of the dropwise addition
2. customThe mixture obtained
3. extractionwas extracted with ethyl acetate (30 mL×3)
4. washwashed with saturated brine
5. dry with materialdried over anhydrous sodium sulfate
6. distillationThe solvent was distilled off under reduced pressure
7. customThe residue was purified by silica gel chromatography (n-hexane/ethyl acetate=6/4)