Diethyl Malonate → HCID 178470506, compound

Participants

Reaction Steps

Combine a solution of sodium ethoxide (5.5 mL, 21 wt % in ethanol) and diethyl malonate (2.50 mL, 16.5 mmol) in ethanol (26 mL) with a solution of 1-azidomethyl-3,5-bis-trifluoromethyl-benzene (4.40 g, 16.3 mmol) in ethanol (6 mL) and heat to 80° C. After 7 hours, cool to RT. Concentrate mixture in vacuo and dissolve the viscous oil in H2O (20 mL). Add aqueous 1N HCl until solution reaches pH 2-3. Collect the white precipitate by filtration and dry under reduced pressure to give the title compound: MS (IS) 384.0 (M+H), MS (ES−) 382.1 (M−H); 1H NMR (400 MHz, CDCl3) δ 8.05 (s, 1H), 7.92 (s, 2H), 5.41 (s, 2H), 4.15 (q, 2H, J=7.3), 1.22 (t, 3H, J=7.3).

Provenance & Evidence