Potassium Hydroxide → HCID 178441712, compound

Participants

Reaction Conditions

Reaction Steps

Water (10 L) was added to a 22 L 4-neck round-bottom flask. The water was cooled to 0° C. At 0° C., potassium hydroxide (855 g, 15.24 mol) was added, followed by losartan potassium (500 g, 1.09 mol), sodium periodate (554 g, 2.59 mol) and ruthenium (III) chloride hydrate (12 g, 0.05 mol), and the reaction mixture was stirred at 0° C. overnight. The reaction mixture was filtered. Isopropanol (90 mL) was added to the filtrate while stirring. The solution was warmed to 25° C. and stirred for 2.5 hours. After 2.5 hours, phosphoric acid (1200 mL) was added, maintaining the temperature below 30° C. The mixture was stirred for 30 minutes and the product was filtered, washing with water. The residue was dried in the vacuum oven at 55° C. overnight. The solid was dissolved in methanol (4 L) and isopropyl acetate (12 L), and charcoal (activated carbon) (100 g) was added. The mixture was stirred at room temperature for 3.5 hours, filtered and concentrated. The product was redissolved in dichloromethane/methanol and precipitated with heptane to afford the title compound as a greenish brown foam, which was used in the subsequent step without further purification.

Provenance & Evidence