p-Toluenesulfonic acid monohydrate → HCID 10019486, compound

Participants

Reaction Conditions

Reaction Steps

To a flame dried round bottom flask equipped with a magnetic stirbar under an inert atmosphere was added 6 (973 mg, 2.07 mmol) followed by MeOH (20 mL) and p-TsOH.H2O (1.22 g, 6.42 mmol). This mixture was then heated to reflux, stirred 3 h, cooled to 0° C., and quenched by slow addition of sat. aq. NaHCO3 (20 mL). This solution was then diluted with EtOAc (30 mL) and the aqueous layer was discarded. The organic phase washed with sat. aq. NaHCO3 (1×20 mL), washed with 1M NaOH (1×20 mL), dried over sodium sulfate, and concentrated to an orange oil. To this oil was added Et2O which produced VPC24241 (408 mg, 60%) as a white precipitate which was collected by filtration.

Provenance & Evidence