Lithium hydroxide, monohydrate → 5-Methyl-1-(quinolin-4-yl)-1H-indole-3-carboxylic acid

Participants

Reaction Steps

0.422 g (10.05 mmol) of lithium hydroxide monohydrate and 50 cm3 of water are added at 25° C. to 1.06 g (3.35 mmol) of 3-methoxycarbonyl-5-methyl-1-(quinol-4-yl)-1H-indole dissolved in 50 cm3 of tetrahydrofuran. After stirring at the reflux point of the solvent for 22 hours, the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa) to give a residue which is taken up in 25 cm3 of water and then triturated with 10 cm3 of N hydrochloric acid. After filtering off and drying the solid residue under reduced pressure (2.7 kPa) at 40° C., 0.996 g of 3-carboxy-5-methyl-1-(quinol-4-yl)-1H-indole is obtained in the form of a white solid. Mass spectrum (EI): m/e 302 (M+·).

Provenance & Evidence