HCID 117716265, compound → HCID 117716327, compound

Participants

Reaction Steps

6-(4-Nitrophenoxy)-hexanoic acid 2-{2-[6-(4-nitrophenoxy)-hexanoyloxy]-ethoxy}-ethyl ester (12 g) was dissolved in ethyl acetate (200 ml) in a pressure vessel. 5% Palladium on carbon (50% wet, 3 g) was added and the mixture was stirred under an atmosphere of hydrogen (5 Kg) for 1.5 hours. The catalyst was removed by filtration, and the solvent was distilled off under reduced pressure to obtain the crude product which self crystallized over a period of time in the cold. The final product was slurried in diethyl ether, filtered and dried to give pure 6-(4-aminophenoxy)-hexanoic acid 2-{2-[6-(4-aminophenoxy)-hexanoyloxy]-ethoxy}-ethyl ester (6 g) as off-white powder. The final product was characterized by 1H NMR (CDCl3) δ 1.52 (m, 2H, CH2), 1.65 (m, 4H, 2×CH2), 2.37 (t, 2H, CH2), 3.20 (bs, 2H, NH2), 3.70 (t, 2H, CH2), 3.88 (t, 2H, CH2), 4.24 (t, 2H, CH2), 6.64 (d, 2H, Ar), 6.74 (d, 2H, Ar). The product has a melting point of 56-58° C.

Provenance & Evidence