Triethylamine → HCID 69563164, compound

Participants

Reaction Steps

6-Methyl-pyridine-3,4-dicarboxylic acid (440 mg) (see Emil J. Moriconi and Francis A. Spano, J. Am. Chem. Soc., Vol. 86, Pp. 38-46, 1964) was suspended in acetic anhydride (10 ml) and the mixture was refluxed for 10 minutes. Ethyl acetoacetate (0.325 ml) and triethylamine (0.745 ml) were dropwise added to the mixture at room temperature and the mixture was stirred overnight. The mixture was concentrated to dryness and purified by silica gel column chromatography developed by dichloromethane and by dichloromethane-methanol (15:1). The desired compound was obtained as a dark red oil which contained 1 equivalent of triethylamine. ESI−MS: m/z 234 (MH+); 1H-NMR (CDCl3): δ1.26-1.38 (15H, m), 2.63 (3H, s), 3.28 (6H, q, J=3.3 Hz), 4.22 (2H, q, J=4.2 Hz), 7.29 (1H, s), 8.58 (1H, s).

Provenance & Evidence