反应详情

Methyl 1-methyl-2-oxocyclopentanecarboxylate (61.0 g, 0.39 mol) was added dropwise to a freshly prepared solution of NaOMe (0.78 mol) in MeOH (1 L) at ambient temperature. The solution was heated under reflux for 3 h and then concentrated. The residue was dissolved in toluene (1 L) and the resulting solution was heated under reflux for 5 h. The mixture was cooled to ambient temperature, washed with saturated aqueous NaHCO3 (500 mL×3) and brine (300 mL×1), dried over anhydrous sodium sulfate, and concentrated to dryness. The residue was purified by distillation to afford methyl 3-methyl-2-oxocyclopentanecarboxylate (39.0 g, 64% yield).

1. temperatureThe solution was heated
2. temperatureunder reflux for 3 h
3. concentrationconcentrated
4. dissolutionThe residue was dissolved in toluene (1 L)
5. temperaturethe resulting solution was heated
6. temperatureunder reflux for 5 h
7. washwashed with saturated aqueous NaHCO3 (500 mL×3) and brine (300 mL×1)
8. dry with materialdried over anhydrous sodium sulfate
9. concentrationconcentrated to dryness
10. distillationThe residue was purified by distillation