Water → HCID 12799961, compound

Participants

Reaction Steps

A solution of phosphorus oxychloride (21.5 ml) in dimethylformamide (80 ml) was added to a solution of methyl 2-(n-undecyl)indole-5-carboxylate (36.9 g) in dimethylformamide (320 ml) and the mixture was stirred at a temperature of 60°-70° C. for 2 hours. After cooling the mixture was poured into water (500 ml). An aqueous solution of sodium hydroxide (50% w/v) was added to the mixture to adjust the pH to 12. Glacial acetic acid was then added to the stirred mixture to readjust the pH to 5. The resultant solid was collected and on recrystallisation from ethanol gave methyl 3-formyl-2-(n-undecyl)indole-5-carboxylate (34.8 g), m.p. 162°-165° C.

Provenance & Evidence