Water → Dexlansoprazole

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl]thio]benzimidazole (50.0 g, 0.14 mol, containing 16.7 mg of water), ethyl acetate (244 ml), water (274 mg, 0.015 mol, total water content 0.016 mol) and diethyl (+)-tartrate (10.6 ml, 0.062 mol) were mixed, and the mixture was stirred at 50 to 55° C. for 30 min. Under a nitrogen atmosphere, titanium(IV) isopropoxide (8.3 ml, 0.028 mol) was added to the mixture, and the mixture was stirred at 50 to 55° C. for 1 hr. Under a nitrogen atmosphere and under cooling, diisopropylethylamine (8.14 ml, 0.047 mol) was added to the obtained mixture and then cumene hydroperoxide (76.4 ml, content 82%, 0.43 mol) was added at −10 to 0° C. The mixture was reacted by stirring at 0 to 5° C. for 3 hr.

Provenance & Evidence