Potassium Carbonate → HCID 18706979, compound

Participants

Reaction Steps

1-Ethyl-4-(4-hydroxyphenyl)-2-(4-methoxyphenyl)pyrrolo[2,1,5-cd]indolizine (0.368 g, 1.0 mmol), potassium carbonate (2.07 g, 15.9 mmol), sodium iodide (8 mg, 0.05 mmol) and 1-(2-chloroethyl)piperidine hydrochloride was suspended in 70 ml of dry acetone. The mixture was refluxed for 6 hours, and stirred at room temperature for 16 hours. Remaining salts were filtered off, and the solvent was evaporated. The crude product was purified by column chromatography over silica gel 60, using 15% of methanol in dichloromethane as the eluent. Fractions containing the product were combined and the solvent was evaporated. The crude product was crystallised from diethyl ether and petroleum ether to afford 0.326 g (68%) of the title compound. 1H--NMR (CDCl3, 200 MHz) δ: 1.40-1.70 (m,9 H); 2.50-2.60 (m, 4 H); 2.82 (t, 2 H); 3.26 (q, 2 H); 3.91 (s, 3 H); 4.19 (t, 2 H); 7.01-7.13 (m, 4 H); 7.62-7.83 (m, 6 H); 7.92 (d, 1 H); 8.14 (d, 1 H).

Provenance & Evidence