反应详情

A mixture of methyl-3-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-benzoate (1.80 g, 6.49 mmol) and p-toluenesulfonic acid monohydrate (123 mg, 0.649 mmol) in water (30 mL) and acetone (15 mL) was heated at reflux for 17 hours. The organic solvent was removed in vacuo and the aqueous mixture was extracted with dichloromethane. The organic extract was washed with saturated NaHCO3(aq.), dried (MgSO4), filtered and concentrated. Elution through a flash column (silica gel 60, 230-400 mesh, 3:2 hexanes:EtOAc) followed by concentration gave the title compound as a yellow oil (1.20 g, 79%).

1. temperaturewas heated
2. temperatureat reflux for 17 hours
3. customThe organic solvent was removed in vacuo
4. extractionthe aqueous mixture was extracted with dichloromethane
5. extractionThe organic extract
6. washwas washed with saturated NaHCO3(aq.)
7. dry with materialdried (MgSO4)
8. filtrationfiltered
9. concentrationconcentrated
10. washElution through a flash column (silica gel 60, 230-400 mesh, 3:2 hexanes:EtOAc)
11. concentrationfollowed by concentration