Methanol → HCID 178488037, compound

Participants

Reaction Conditions

Reaction Steps

A solution of esomeprazole (5.3 g, 15.3 mmol; 1.3% sulfone, 1.05% R-enantiomer) in acetone (33 mL) was cooled to 15° C. 30% sodium methoxide in methanol (2.9 mL, 15.6 mmol) was added in 15 min. Subsequently, the solution was stirred at 28° C. A solid started to crystallize. After 30 min stirring, methyl tert-butyl ether (6 mL) was added dropwise. The resulting slurry was stirred overnight at room temperature. The solid was collected by filtration, rinsed with acetone (2×6 mL) and dried under reduced pressure at 50° C. to yield esomeprazole sodium. Yield: 3.5 g (62%). Sulfone content: 0.28%. R-enantiomer content: 0.17%.

Provenance & Evidence