Potassium Hydroxide → 4-[({4-[3-(2,6-dichlorophenyl)-5-trifluoromethyl-3H-[1,2,3]triazol-4-ylmethoxy]-2-methylphenyl}-methylamino)-methyl]-2-methyl-benzoic Acid

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-[({4-[3-(2,6-dichlorophenyl)-5-trifluoromethyl-3H-[1,2,3]triazol-4-ylmethoxy]-2-methylphenyl}-methylamino)-methyl]-2-methyl-benzoic acid methyl ester (24.2 g, 40.7 mmol) in MeOH (150 mL) and THF (150 mL) is added 2N potassium hydroxide (102 mL, 203 mmol). The mixture is heated at 60° C. for 2 hours. The solvent is removed under reduced pressure. The residue is diluted with water, acidified to pH 3 with 2N HCl, and extracted with dichloromethane. The organic layer is dried over magnesium sulfate, filtered, and evaporated under reduced pressure to afford the title compound as a white solid that is crystallized from MeOH (20 g, 80%). ES/MS m/e 579 (M+1).

Provenance & Evidence