Methanol → HCID 58236998, compound

Participants

Reaction Conditions

Reaction Steps

To an ice-cooled and stirred solution of ethyl 7-hydroxy-5-[4-(methylsulfonyl)phenoxy]-1H-indole-2-carboxylate (1.08 g) in ethyl acetate (30 mL)-methanol (8 mL) was added 2M trimethylsilyldiazomethane (diethyl ether solution, 2.8 mL), and the mixture was stirred at 4° C. for 2 h, followed by an addition of 2M trimethylsilyldiazomethane (diethyl ether solution, 2.8 mL). After stirred at 4° C. for 1 h, the reaction mixture was quenched with 1M hydrochloric acid and extracted with ethyl acetate. The organic layer was washed successively with aqueous sodium hydrogen carbonate and brine, dried (MgSO4), filtered, and concentrated to give a light yellow oil, which was crystallized from ethyl acetate-hexane to give the title compound (933 mg, 83%) as pale yellow crystals. mp 161-162° C.

Provenance & Evidence