Diethyl (ethoxymethylene)malonate → HCID 86614072, compound

Participants

Reaction Conditions

Reaction Steps

4-iodo-3-methylaniline (5.75 g) was suspended in diethyl ethoxymethylenemalonate (5.5 mL). The mixture was heated at 130° C. for 2.5 h. After cooling to ˜90° C., hexane was added and the mixture stirred while cooling to room temperature. The product crystallized out, and was filtered off, washing well with more hexane. The solid was dried in vacuo to yield the title compound as a pale grey powder (7.947 g); 1H NMR δ (CDCl3) 1.33 (3H, t), 1.38 (3H, t), 2.43 (3H, s), 4.25 (2H, q), 4.3 (2H, q), 6.69 (1H, dd), 7.01 (1H, d), 7.75 (1H, d), 8.46 (1H, d), and 10.95 (1H, br d).

Provenance & Evidence