[OH-].[Na+].[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:11][C:12]3[CH:23]=[C:22]([N+:24]([O-:26])=[O:25])[C:21]([O:27][CH:28]([CH3:30])[CH3:29])=[CH:20][C:13]=3[C:14]=2[C:15]([O:17]CC)=[O:16])=[CH:6][CH:5]=1.C1COCC1>O>[F:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[O:11][C:12]3[CH:23]=[C:22]([N+:24]([O-:26])=[O:25])[C:21]([O:27][CH:28]([CH3:30])[CH3:29])=[CH:20][C:13]=3[C:14]=2[C:15]([OH:17])=[O:16])=[CH:8][CH:9]=1An aqueous solution of sodium hydroxide (7.74 mL, 15.48 mmol, 2.0 M) was added to a mixture of ethyl 2-(4-fluorophenyl)-5-isopropoxy-6-nitrobenzofuran-3-carboxylate (1.5 g, 3.87 mmol) in a THF (50 mL)/Water (10 mL) mixture at room temperature. The reaction mixture was heated to 50° C. and maintained at the same temperature overnight. The reaction mixture was then concentrated to remove the solvent. The residue was diluted with water, acidified with 1.5 N HCl, stirred for 5 min and filtered. The solid was dried under suction to obtained title compound as a white solid. Yield: 1.35 g, (97%). 1H NMR (400 MHz, DMSO-d6) δ ppm: 8.35 (s, 1H) 8.02-8.16 (m, 2H) 7.78 (s, 1H) 7.33-7.49 (m, 2H) 4.69-4.85 (m, 1H) 1.27-1.40 (m, 6H).
Loading…
