Ethyl cyanoacetate → 932750-29-3

Participants

Reaction Conditions

Reaction Steps

A mixture of 1,1,1-triethoxyethane (25 g, 154.11 mmol, 1.00 equiv), ethyl 2-cyanoacetate (15 g, 132.61 mmol, 0.86 equiv) in acetic anhydride (100 mL) was stirred at 95° C. for 8 h. The resulting mixture was cooled to room temperature and concentrated under vacuum. The solid was collected by filtration to give 4.4 g (16%) of (E)-ethyl 2-cyano-3-ethoxybut-2-enoate as a yellow solid. 1H-NMR (300 MHz, CDCl3): δ 4.31-4.19 (m, 4H), 2.61 (s, 3H), 1.46 (t, J=6.3 Hz, 3H), 1.32 (t, J=6.3 Hz, 3H) ppm. LCMS (method D, ESI): RT=1.31 min, m/z=184.0 [M+H]+.

Provenance & Evidence