Hydrochloric Acid → (2-methyl-4-nitro-1H-indol-1-yl)acetic acid

Participants

Reaction Conditions

Reaction Steps

Aqueous sodium hydroxide (1 M, 25 ml) was added to a solution of (4-nitro-2-methyl-1H-indol-1-yl)acetic acid, ethyl ester (5.0 g, 18.9 mmol) in ethanol (25 ml) and the mixture warmed to 40° C. After stirring for 70 mins at this temperature, the mixture was allowed to cool back to ambient temperature and aqueous hydrochloric acid (1 M, 27.5 ml) added causing precipitation of a solid. This was collected by filtration, washed with water (2×25 ml) then dried in a vacuum oven at 50° C. overnight to leave (2-methyl-4-nitro-1H-indol-1-yl)acetic acid as a yellow solid, 4.18 g (94%).

Provenance & Evidence