Sodium Hydroxide → HCID 22497225, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2,2,2-trifluoro-1-(1-isopropyl-6-trifluoromethyl-1H-indol-3-yl)-ethanone (800 mg, 2.48 mmol) in a 20% aqueous sodium hydroxide solution (12 mL) was heated at 110° C. for 3 h. At this time, the reaction was cooled to 25° C., partitioned between water (100 mL) and ethyl acetate (100 mL), and treated with a 1N aqueous hydrochloric acid solution (50 mL). The organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo to afford 1-isopropyl-6-trifluoromethyl-1H-indole-3-carboxylic acid (704 mg, 99%) as a yellow solid: mp 177-178° C.; EI-HRMS m/e calcd for C13H12F3NO2 (M+) 271.0820, found 271.0807.

Provenance & Evidence