Tetrahydrofuran → HCID 58237058, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of ethyl 7-(2-methoxy-1-methylethoxy)-5-[4-(methylsulfonyl)phenoxy]-1H-indole-2-carboxylate (2.36 g), tetrahydrofuran (20 mL) and ethanol (20 mL) was added 1M aqueous sodium hydroxide solution (7.9 mL). The mixture was stirred at 50° C. for 2 h and at room temperature over night. To the mixture was added 1M aqueous sodium hydroxide solution (10.5 mL). The whole was stirred at 50° C. for further 1 h. The reaction mixture was concentrated in vacuo. The residue was acidified with 1M hydrochloric acid. Ethyl acetate and water were added to the mixture and the organic layer was separated. The organic layer was washed with water, dried (MgSO4), filtered, and concentrated in vacuo. The residue was triturated and washed with hexane to give the title compound (1.288 g, 58%) as a pink solid. The solid was recrystallized from ethyl acetate-hexane to give white crystals. mp 135.9-137.4° C.

Provenance & Evidence