Potassium Carbonate → 3'-(5-Bromo-pentyloxy)-4-methoxy-chalcone

Participants

Reaction Steps

This compound (40) was prepared from 3′-hydroxy-4-methoxy-chalcone, 8 (2 g, 7.87 mmol), dibromo pentane (5.4 mL, 39.4 mmol) and potassium carbonate (2.2 g, 15.8 mmol) in dry acetone (100 mL) using the identical procedure as described for 39. Yield 2.7 g (85%); mp 83-84° C.; MS (FAB) 403/405 (M++1); IR (KBr) 1650; 1H NMR (200 MHz, CDCl3) δ 7.78 (d, J=15.6 Hz, 1H), 7.60 (d, J=8.7 Hz, 2H), 7.58 (d, J=7.4 Hz, 1H), 7.52 (d, J=2.2 Hz, 1H), 7.39 (t, J=7.8 Hz, 1H), 7.39 (d, J=15.6 Hz, 1H), 7.10 (dd, J=8.0 Hz, 2.3 Hz, 1H), 6.93 (d, J=8.7 Hz, 2H), 4.04 (t, J=6.2 Hz, 2H), 3.85 (s, 3H), 3.44 (t, J=6.7 Hz, 2H), 1.99-1.81 (m, 4H), 1.71-1.60 (m, 2H).

Provenance & Evidence