Methanol → HCID 57668058, compound

Participants

Reaction Conditions

Reaction Steps

To the obtained tert-butyl 2-(4-fluoroanilino)-4-(1H-indol-4-yl)benzoate were added methanol 1.0 mL,dioxane 1.0 mL and 2.0 mol/L sodium hydroxide aqueous solution 0.23 mL, it was stirred at 50° C. for 2 hours and 30 minutes, subsequently 2.0 mol/L sodium hydroxide aqueous solution 0.23 mL was added, it was stirred at 50° C. for 4 hours, furthermore 2.0 mol/L sodium hydroxide aqueous solution 0.23 mL was added, and it was heated and refluxed for 2 hours. After the reaction mixture was cooled to room temperature, toluene and water were added to it. The water layer was separated and collected, it was adjusted to pH3.0 with 1.0 mol/L hydrochloric acid after washing with toluene, and ethyl acetate was added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after washing with saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. Diisopropyl ether was added to the obtained residue, and solid matter was filtrated to give 2-(4-fluoroanilino)-4-(1H-indol-4-yl)benzoic acid 23 mg of a yellow solid.

Provenance & Evidence