Potassium Hydroxide → HCID 58497952, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-[4-(3,5-dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-[1,2,3]triazol-1-yl]-2-methyl-benzoic acid methyl ester (Example 2.1) (3.6 g, 8.33 mmol) in methanol (10 ml) was added aqueous potassium hydroxide (40% w/v) (35 ml) and the reaction mixture heated at 80° C. for 15 hours. The reaction mixture was then diluted with water and extracted with ethyl acetate. The aqueous phase was acidified by addition of aqueous hydrochloric acid (1M) and extracted again with ethyl acetate (3×200 ml). The combined organic extracts were washed with brine and concentrated. The residue was purified by column chromatography on silica gel (eluent: 15% v/v ethyl acetate in hexane) to give 4-[2-(3,5-dichloro-phenyl)-2-trifluoromethyl-aziridin-1-yl]-2-methyl-benzoic acid as a white solid (1.2 g). 1H-NMR (DMSO-d6, 400 MHz): 12.57 (s, 1H), 7.70 (d, 1H), 7.65 (s, 3H), 6.99 (s, 1H), 6.97 (d, 1H), 3.27 (s, 1H), 3.05 (s, 1H), 2.45 (s, 3H).

Provenance & Evidence