Epichlorohydrin → HCID 86606987, compound

Participants

Reaction Steps

Reaction of 3′,4′,5′-trimethoxy-7-hydroxy-flavone, 25 (8.2 g, 25 mol), 50% sodium hydride (3 g, 125 mmol) and epichlorohydrin (7.8 mL, 100 mmol) in dry dimethyl formamide (145 mL) using identical procedure as described for 28 furnished 31. Yield 8 g (83%); mp 187-188° C.; MS (FAB) 385 (M++1); IR (KBr) 1651; 1H NMR (200 MHz, CDCl3) δ 8.14 (d, J=9.3 Hz, 1H), 7.10 (s, 2H), 7.02 (d, J=7.6 Hz, 1H), 7.00 (s, 1H), 6.70 (s, 1H), 4.39 (dd, J=11.0 Hz, 2.8 Hz, 1H), 3.98 (dd, J=11.0 Hz, 5.7 Hz, 1H), 3.43-3.39 (m, 1H), 3.96 (s, 6H), 3.93 (s, 3H), 2.97 (t, J=4.5 Hz, 4.2 Hz, 1H), 2.82 (dd, J=4.7 Hz, 2.2 Hz, 1H).

Provenance & Evidence