Methanol → HCID 59252803, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 3-(1-(dimethylcarbamoyl)-1H-indol-5-yl)-2,2-dimethyl-3-phenylpropanoate (0.7 g, 2.2 mmol), sodium hydroxide (1M aqueous solution, 18 mL), methanol (5 mL), and dimethylsulfoxide (3 mL) was stirred at 100° C. overnight under argon. The reaction mixture was cooled, washed with diethyl ether (20 mL), acidified with 6M hydrochloric acid aqueous solution, and extracted with ethyl acetate (20 mL). The ethyl acetate extract was washed with brine (20 mL), dried (Na2SO4) and concentrated to give 3-(1H-indol-5-yl)-2,2-dimethyl-3-phenylpropanoic acid (0.58 g, 2.0 mmol, 91% yield) as a syrup and used as such for the subsequent step without further purification.

Provenance & Evidence