Ethyl 2-aminobenzoate → HCID 18432987, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 5-acetylindane (3.0 g, 18.7 mmol) and anthranilic acid ethyl ester (2.8 ml, 18.7 mmol) in diphenylether (47 g) was added portionwise AlCl3 (3.5 g, 26.2 mmol). The reaction mixture was stirred at 200° C. for 2.5 hours and cooled to room temperature. Hexane (100 ml) and MeOH (3 ml) were then added. The so obtained solid was filtered, washed with hexane and stirred in the presence of 5N HCl (85 ml) and acetone (10 ml). After filtration, the solid was again washed with H2O, and stirred with MeOH (15 ml) for 30 min. Filtration provided 2-indan-5-yl-1 H-quinolin-4-one (4.35 g, 89%) as a light yellow solid, MS: m/e=261 (M+).

Provenance & Evidence