29427-69-8

3-Oxoindane-1-carboxylic Acid is an indan acid and a potential oral hypoglycemic agents.

ChEBI: 3-oxoindane-1-carboxylic acid is a member of indanones.

Journal of the American Chemical Society, 106, p. 6702, 1984 DOI: 10.1021/ja00334a040

The general procedure for the synthesis of 3-carbonyl-1-indenoic acid from phenylsuccinic anhydride was as follows: phenylsuccinic anhydride (10 g, 57 mmol) was dissolved in 1,2-dichloroethane (200 mL). The solution was slowly added dropwise to a solution of 1,2-dichloroethane (50 mL) containing aluminum trichloride (17 g, 130 mmol) at 0°C. After the dropwise addition was completed, the reaction mixture was continued to be stirred for 1 hour at room temperature. Subsequently, water (50 mL) was added at 0 °C to terminate the reaction. The reaction mixture was extracted with ethyl acetate (3 x 60 mL), the organic phases were combined and concentrated by evaporation. After drying, the light yellow oily product 5A (8.3 g, 83% yield) was obtained.

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