Reacción #219277
ord-daa05a7ddeb148df9d3a671b4d156bfb
Ecuación de reacción
1,4-Dioxa-spiro[4.5]decan-8-one
2-Methyl-propane-2-sulfinic acid amide
NaHCO3
→
Compound 15
Rendimiento 45.8%
2-Methyl-propane-2-sulfinic acid (1,4-dioxa-spiro[4.5]dec-8-ylidene)-amide
Rendimiento 45.8%
Reactivos
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1Otroby flushing with N2(g) for 30 min
- 2Filtraciónfollowed by filtration
- 3Lavadoan EtOAc rinse
- 4SecadoThe organic layer was dried with MgSO4
- 5Filtraciónfiltered
- 6Concentraciónconcentrated under reduced pressure
Procedimiento
An oven dried round-bottom flask was cooled to room temperature by flushing with N2(g) for 30 min. 1,4-Dioxa-spiro[4.5]decan-8-one (1.35 g, 8.66 mmol) (dissolved in 12 mL THF), 2-Methyl-propane-2-sulfinic acid amide (1.0 g, 8.25 mmol) (dissolved in THF), and titanium(IV) ethoxide (3.77 g, 16.50 mmol) were added. The reaction was stirred for 4 h at room temperature. To the mixture was added 15 mL saturated NaHCO3 followed by filtration and an EtOAc rinse. The organic layer was dried with MgSO4, filtered and concentrated under reduced pressure yielding 0.98 g of Compound 15.