Triethylamine → HCID 42599944, compound

Participants

Reaction Steps

(Method J1A) 1,1′-Carbonyldiimidazole (0.36 g, 2.2 mmol) was added to a solution of 5-phenyl-penta-2E,4E-dienoic acid (1/1) (0.35 g, 2 mmol) in dry tetrahydrofuran (10 ml) and the obtained mixture was stirred for 1 hour at ambient temperature. To the mixture triethylamine (0.30 g 3.0 mmol) and methyl 6-aminohexanoate hydrochloride (2c) (0.40 g, 2.2 mmol) were added and the resultant suspension was stirred for 6 hours at ambient temperature. The solvent was removed under reduced pressure, to the residue water (15 ml) was added and the precipitate was filtered off, washed with water and dried. The title compound (0.36 g, 60%) was obtained as a white solid. M.p. 125-127° C. 1H NMR (DMSO-d6, HMDSO), δ: 1.05-1.72 (6H, m, CH2); 2.29 (2H, t, J=7.3 Hz, CH2); 3.12 (2H, q, J=6.0 Hz, CH2H); 3.58 (3H, s, CH3); 6.12 (1H, d, J=14.8 Hz, CH); 6.91-7.16 (2H, m, CH—CH); 7.23-7.66 (6H, m, C6H5, CH); 8.05 (1H, t, J=5.8 Hz, NH).

Provenance & Evidence