Chloroacetaldehyde → HCID 11245036, compound

Participants

Reaction Steps

A solution of 126 (1.2 mmol) and chloroacetaldehyde (1 mL) in DMF (10 ml) is heated at 70° C. in a sealed tube overnight. The solvent is removed in vacuo and water (15 ml) and EtOAc (15 ml) are added to the residue. The layers are separated and the aqueous layer is extracted with EtOAc (15 ml). The combined extracts are washed with brine (15 ml), dried (Na2SO4) and evaporated. PTLC separation of the residue with 10% MeOH in CH2Cl2 provides the title compound (119) as a white solid; LC-MS, M+1 351.1; 1H-NMR (CDCl3) δ: 8.10 (dd, 1H), 7.85 (q, 1H), 7.66 (d, 1H), 7.44 (d, 1H), 7.20 (d, 1H), 7.12 (d, 1H), 6.86 (dd, 1H), 6.02 (s, 2H), 3.01–3.07 (m, 2H), 2.69 (s, 3H), 1.60–1.67 (m, 2H), 0.94 (t, 3H).

Provenance & Evidence