2-Hydroxyethyl Methacrylate → HCID 86757521, compound

Participants

Reaction Steps

A mixture of 140 g of N-carbamylmaleimide (1 mole), 130 g of 2-hydroxyethyl methacrylate (1 mole) and 1.36 g of zinc chloride (0.01 moles) in 200 mL of acetonitrile was heated to reflux. After 6 hours, the acetonitrile was evaporated and 500 mL of H2O was added. The solid was filtered and dried to afford 200 g (74% yield) of 2-hydroxyethyl methacrylate maleurate. M.P.: 62°-4° C. (dec.); 1H NMR (CDCl3): δ10.5 (br s, 1H), 8.2 (br s, 1H), 6.4 (m, 2H), 6.1 (m, 1H), 5.8 (br s, 1H), 5.6 (m, 1H), 4.4 (A2B2, 4H), 2.0 (m, 3H); 13C (CDCl3): δ167.1, 165.24, 165.23, 155.1, 135.8, 132.9, 129.6, 126.2, 63.2, 62.0, 18.2; HPLC (20% CH3CN/H2O, C18): Rt=3.5 minutes.

Provenance & Evidence