Ethyl Acetate → HCID 86625685, compound

Participants

Reaction Steps

Under nitrogen atmosphere, to a solution of 12.9 g of methyl glycolate in THF (250 ml), under room temperature, was added 3.43 g of NaH, and the reaction mixture was stirred for 10 minutes at the same temperature. Under room temperature, 22.0 g of 3,5-dichloro-3-(2-methoxyphenyl)-1,3-dihydro-2H-indol-2-one was added to the reaction solution and the reaction mixture was stirred for 10 minutes. To the reaction solution was added EtOAc and water and the mixture was stirred for 5 minutes. Liquid separation was performed, the aqueous layer was extracted with EtOAc, the combined organic layer was washed with 1 mol/L hydrochloric acid and saturated brine, then, was dried over MgSO4, the drying agent was separated by filtration, then, the solution was concentrated under reduced pressure. The obtained residue was purified by column chromatography (silicagel 60; mobile phase: EtOAc) to obtain 9.30 g of an orange solid. The obtained solid was crystallized from Et2O to obtain 8.18 g of the title compound (pale yellow crystal).

Provenance & Evidence