Epichlorohydrin → HCID 86236608, compound

Participants

Reaction Steps

Reaction of 3′,5′-dimethoxy-7-hydroxy-flavone, 26 (2 g, 6.7 mol), 50% sodium hydride (0.96 g, 40 mmol) and epichlorohydrin (1.6 mL, 20 mmol) in dry dimethyl formamide (90 mL) using identical procedure as described for 28 furnished 32. Yield 1.7 g (72%); mp 181-182° C.; MS (FAB) 355 (M++1); IR (KBr) 1630; 1H NMR (200 MHz, CDCl3) δ 8.14 (dd, J=8.3 Hz, 0.77 Hz, 1H), 7.04-6.99 (m, 4H), 6.73 (s, 1H), 6.61 (t of dd, J=2.2 Hz, 2.2 Hz, 2.2 Hz, 1H), 4.39 (dd, J=11.1 Hz, 2.9 Hz, 1H), 4.06 (dd, J=11.1 Hz, 5.8 Hz, 1H), 3.87 (s, 6H), 3.44-3.39 (m, 1H), 2.96 (t, J=4.5 Hz, 4.5 Hz, 1H), 2.80 (dd, J=4.8 Hz, 2.6 Hz, 1H).

Provenance & Evidence