N,N-Diethylaniline → HCID 58913113, compound

Participants

Reaction Conditions

Reaction Steps

7-Prop-2-enyloxy-4-{(4-(2-pyrrolidinylethoxy)phenyl)methyl}-3-(4-(trifluoromethyl) Phenyl)-2H-chromen-2-one (0.150 g.) was dissolved in diethylaniline (4 mL) and allowed to stir at 190° C. for two hours. The resultant solution was extracted with methylene chloride (3×) and 1M hydrochloric acid. The organic layers were dried over sodium sulfate and filtered, and the solvent was removed under reduced pressure to afford a crude brown solid. The solid was purified via preparative-HPLC (40–100% acetonitrile/water, 20 mL/min.) to afford the title compound (0.027 g, 18% yield). 1H-NMR (CDCl3) δ 7.63 (d, 2H), 7.38 (d, 2H), 7.25 (d, 1H), 6.92 (d, 2H), 6.75 (d, 2H), 6.70 (d, 1H), 6.0 (m, 1H), 5.13 (dd, 2H), 4.12 (t, 2H), 3.94 (s, 2H), 3.66 (d, 2H), 3.05 (bs, 2H), 2.8 (bs, 4H), 1.25 (s, 2H). MS (m/z) 550 (M+1)+.

Provenance & Evidence