Réaction #80768

Équation de réaction

N-Ethoxalyl-2-ethoxycarbonylethenyltetrahydroquinoline

hydrogen

→

N-ethoxalyl-2-ethoxycarbonylethyltetrahydroquinoline

Rendement 95.0%

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   FiltrationThe mixture was filtered through celite
2. 2
   Concentrationthe filtrate was concentrated

Mode opératoire

N-Ethoxalyl-2-ethoxycarbonylethenyltetrahydroquinoline (4 g, 12.1 mmol) in ethanol (100 mL) was hydrogenated over 10% palladium on carbon (500 mL) under atmospheric pressure of hydrogen for 1.5 h at room temperature. The mixture was filtered through celite and the filtrate was concentrated to give 3.83 g of N-ethoxalyl-2-ethoxycarbonylethyltetrahydroquinoline (95%): 1H NMR (270 MHz, CDCl3) δ7.03~7.19 (m, 4H), 4.78 (m, 1H), 4.11(q, 4H, J 7 Hz), 2.73 (t, 2H, J=6 Hz), 2.47 (m, 1H), 1.69 (m, 1H), 1.25 (t, 3H, J=7 Hz), 1.11 (t, 3H, J=7Hz).

Source