Sulfuric Acid → HCID 178440066, compound

Participants

Reaction Conditions

Reaction Steps

(5-Methyl-2-oxo-1,3-dioxolen-4-yl)methyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2′-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]imidazole-5-carboxylate [olmesartan medoxomil] (20.0 g) was added into anhydrous N,N-dimethylacetamide (80 ml) under a nitrogen stream, and after dissolution was confirmed, concentrated sulfuric acid (3.0 ml) was poured in and the mixture was reacted at about 100° C. for 2.5 hours. Upon completion of the reaction, the reaction mixture was cooled to about 40° C. and poured into cold water (80 ml). After methylene chloride (80 ml) was poured in, the pH of the reaction mixture was adjusted to 4.2 with 25% sodium hydroxide. The organic layer was separated, washed with brine (80 ml) and concentrated under reduced pressure to obtain 22.58 g of (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl 4-isopropenyl-2-propyl-1-[[2′-[1H-tetrazol-5-yl]biphenyl-4-yl]methyl]imidazole-5-carboxylate [crude olmesartan medoxomil dehydrate] as a foam.

Provenance & Evidence