Ethyl bromoacetate → Ethyl(9-Oxoxanthen-2-oxy)acetate

Beteiligte Stoffe

Reaktionsschritte

A mixture of 2-hydroxyxanthone (4.39 g, 20.6 mmol) prepared as described above, ethyl bromoacetate (4.5 mL, 40 mmol), and anhydrous potassium carbonate (16.6 g, 0.12 mol) in acetone (200 mL) plus DMF (10 mL) was refluxed for 6 hours. The cooled reaction mixture was filtered to remove inorganic salts, washed with acetone (2×50 mL), concentrated, and placed under hexane whereupon crystals formed. Yield: 4.87 g (79%), TLC: Rf 0.81 [one spot, benzene-EtOH (20:3)], m.p. 122°-123° C.; 1H-NMR (CDCl3, 200 MHz) 8.32 (d,J=7.9 Hz, 1H), 7.63-7.75 (m, 2H), 7.33-7.50 (m, 4H), 4.74 [s, 2H, OCH2 (C=O)], 4.29 (q,J=7.1 Hz, 2H), 1.32 (t,J=7.1 Hz, 3H).

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