Water → HCID 12797263, compound

Participants

Reaction Steps

Methyl 3-(n-octadecanoyl)indole-6-carboxylate (35.2 g) in methanol (1620 ml), containing sodium hydroxide (32 g) and water (49 ml), was stirred and refluxed for 2 hours. The solution was cooled to room temperature and the solid was collected. The solid was suspended in water (500 ml) and aqueous hydrochloric acid (20 ml, of strength 36% w/v) was added to the suspension with rapid stirring. The solid was collected and was recrystallised from glacial acetic acid to give 3-(n-octadecanoyl)indole-6-carboxylic acid (28 g), in the form of a white solid, m.p. 268°-270° C.

Provenance & Evidence