Ethanol → HCID 18976196, compound

Participants

Reaction Steps

1.5 ml of 4N sodium hydroxide and 5 ml of water were added to a mixed solution of 1.20 g of ethyl 3-[3-(3,4-dichlorobenzoylamino)-2,3-dihydro-2-oxo-1-(3-phenylpropyl)-1H-indol-3-yl]propionate, 20 ml of ethanol and 5 ml of tetrahydrofuran. The mixture was stirred at room temperature for 7 hours. The reaction mixture was concentrated under reduced pressure, diluted with water, then made acidic with 10% hydrochloric acid and extracted with ethyl acetate. After the extract was dried, the solvent was removed by evaporation. The residue was recrystallized from ethanol-ethyl acetate to afford 1.09 g of 3-[3-(3,4-dichlorobenzoylamino)-2,3-dihydro-2-oxo-1-(3-phenylpropyl)-1H-indol-3-yl]propionic acid as colorless needles. Melting point: 242° to 243° C., IR (Nujol) (cm-1): 3285, 1715, 1690, 1675, 1615, FAB-MS (m/z): 513 & 511 (MH+).

Provenance & Evidence