Acetoacetic Acid → HCID 9799644, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-chloro-4′,7-dihydroxyisoflavone (1.25 g, 4.3 mmol), acetic anhydride (7.5 ml) and pyridine (1.4 ml) was heated in an oil bath at 105-110° C. for 1 h. After cooling the mixture to room temperature, it was stirred for a further 30 min during which time the diacetate crystallised from the solution. The product was filtered, washed thoroughly with aqueous methanol (50%) and dried to yield 6-chloro-4′,7-diacetoxyisoflavone (1.2 g, 75%) as colourless prisms. 1H NMR (CDCl3): δ 2.32 (s, 3H, OCOCH3), 2.41 (s, 3H, OCOCH3), 7.16 (d, 2H, J 8.6 Hz, ArH), 7.36 (s, 1H, H8), 7.57 (d, 2H, J 8.6 Hz, ArH), 8.00 (s, 1H, H5), 8.37 (s, 1H, H2).

Provenance & Evidence