Epichlorohydrin → HCID 86606986, compound

Participants

Reaction Steps

Reaction of 3′,4′-dibenzyloxy-6-hydroxy-flavone, 24 (4.5 g, 10 mmol), 50% sodium hydride (1.4 g, 60 mmol) and epichlorohydrin (4.7 mL, 60 mmol) in dry dimethyl formamide (120 mL) using identical procedure as described for 28 furnished 30. Yield 4.2 g (81%); mp 147-149° C.; MS (FAB) 507 (M++1); IR (KBr) 1610; 1H NMR (200 MHz, CDCl3) δ 7.57-7.29 (m, 15H), 7.02 (d, J=8.6 Hz, 1H), 6.66 (s, 1H), 5.25 (s, 4H), 4.39 (dd, J=11.0 Hz, 2.6 Hz, 11H), 3.98 (dd, J=11.0 Hz, 6.0 Hz, 1H), 3.40-3.39 (m, 1H), 2.93 (t, J=4.5 Hz, 4.5 Hz 1H), 2.78 (dd, J=4.8 Hz, 2.6 Hz, 1H).

Provenance & Evidence