Hydrochloric Acid → 4-(4-Methoxy-phenyl)-1H-indole-2-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

4-Bromo-1H-indole-2-carboxylic acid (5 g, 20.8 mmol) and 4-methoxy-phenyl-boronic acid (3.2 g, 20.8 mmol) are dissolved in 1-propanol (100 ml) and the mixture is flushed with argon for 30 min. Then bis(triphenylphosphin)palladium(II)chloride (200 mg, 1 mmol) and Na2CO3 (4.4 g, 40.2 mmol) are added and the reaction mixture is stirred at 85° C. for 3 h. After cooling down to room temperature, ethyl acetate and 2M HCl are added. The organic layers are dried over sodium sulphate. Evaporation gave 6 g of an beige solide, which is further purified by crystallisation from ethyl acetate.

Provenance & Evidence