Acetone → HCID 178488037, compound

Participants

Reaction Conditions

Reaction Steps

A solution of esomeprazole (4.7 g, 13.6 mmol; 2.3% sulfone, 2.3% R-enantiomer) in methyl isobutyl ketone (30 mL) and methanol (2.1 mL) was cooled to 15° C. Sodium tert-butoxide (1.33 g, 13.8 mmol) was added in 5 min and the mixture stirred for 15 min. To the resulting solution, acetone (30 mL) was added slowly over 15 min and a solid started to crystallize. The mixture was heated to 25° C. and methyl tert-butyl ether (7.5 mL) was added dropwise. The slurry was stirred overnight. The solid was collected by filtration, rinsed with acetone (2×5 mL) and dried under reduced pressure at 50° C. to yield esomeprazole sodium. Yield: 3.2 g (65%). Sulfone content: 0.26%. R-enantiomer content: 0.01%

Provenance & Evidence