Hydrochloric Acid → Methyl 4-(bromoacetyl)-7-methoxy-1H-indole-2-carboxylate

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Reaction Steps

A-2. A solution of 1.02 g of 7-methoxyindole--2carboxylic acid methyl ester in 25 ml of dichloromethane is combined with 2 g of aluminum chloride and 0.65 ml of bromoacetyl bromide and the mixture is heated for 3 hours under reflux. The reaction mixture is allowed to cool and poured into 100 ml of a mixture of equal parts of ice water and concentrated hydrochloric acid. The organic phase is separated, concentrated to dryness under vacuum, and recrystallization from acetonitrile yields 650 mg of 4-bromoacetyl-7-methoxyindole-2-carboxylic acid methyl ester, mp 197°-201° C.

Provenance & Evidence