Potassium Carbonate → HCID 54061983, compound

Participants

Reaction Steps

A mixture of N-(diphenylmethylene)glycine ethyl ester (6.6 g, 24.9 mmol), benzyl 4-(bromomethyl)benzoic acid (7.61 g, 24.9 mmol) and potassium carbonate (50 mmol, 6.9 g) in acetonitrile (300 ml) was refluxed overnight. The solvent was removed in vacuo and the residue partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc and the combined organic extracts were dried (Na2SO4) and concentrated in vacuo to give the title compound as an oil (13.0 g) δH (CDCl3) 7.90 (2 H, d, J 8.3 Hz), 7.58 (2 H, d, J 7.3 Hz), 7.50-7.25 (11 H, m), 7.14 (2 H, d, J 8.1 Hz), 6.65 (2 H, d, J 6.8 Hz), 5.33 (2 H, m), 4.30-4.15 (3 H, br m), 3.32 (2 H, v br s) and 1.26 (3 H, t, J 7.1 Hz); m/z (ESI, 60 V) 492 (MH+).

Provenance & Evidence