反应详情

温度

25 °C

A solution of 2,2,2-trifluoro-1-(1-isopropyl-6-methyl-1H-indol-3-yl)-ethanone (1.50 g, 5.57 mmol) in a 20% aqueous sodium hydroxide solution (20 mL) was heated at 110° C. for 18 h. At this time, the reaction was cooled to 25° C., partitioned between water (150 mL) and ethyl acetate (150 mL), and then treated with a 1N aqueous hydrochloric acid solution (50 mL). The organic layer was washed with a saturated aqueous sodium bicarbonate solution (1×50 mL), water (1×50 mL), and a saturated aqueous sodium chloride solution (1×50 mL). The organic layer was then dried over magnesium sulfate, filtered, and concentrated in vacuo to afford 1-isopropyl-6-methyl-1H-indole-3-carboxylic acid (1.19 g, 98%) as a yellow solid: mp 185-186° C.; EI-HRMS m/e calcd for C13H15NO2 (M+) 217.1103, found 217.1110.

1. custompartitioned between water (150 mL) and ethyl acetate (150 mL)
2. additiontreated with a 1N aqueous hydrochloric acid solution (50 mL)
3. washThe organic layer was washed with a saturated aqueous sodium bicarbonate solution (1×50 mL), water (1×50 mL)
4. dry with materialThe organic layer was then dried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuo