Epichlorohydrin → HCID 86606985, compound

Participants

Reaction Steps

Reaction of 3′,4′-dibenzyloxy-7-hydroxy-flavone, 23 (10 g, 22.2 mmol), 50% sodium hydride (3 g, 125 mmol) and epichlorohydrin (6.9 mL, 88 mmol) in dry dimethyl formamide (160 mL) using identical procedure as described for 28 furnished 29. Yield 9.7 g (86%); mp 168-170° C.; MS (FAB) 507 (M++1); IR (KBr) 1639; 1H NMR (200 MHz, CDCl3) δ 8.12 (d, J=8.7 Hz, 1H), 7.50-7.32 (m, 12H), 7.04-6.93 (m, 3H), 6.61 (s, 1H), 5.24 (s, 4H), 4.38 (dd, J=11.1 Hz, 2.9 Hz, 1H), 4.05 (dd, J=11.1 Hz, 5.8 Hz, 1H), 3.42-3.40 (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