反应详情

A mixture of 1.92 g (4.45 mmol) of N,N'-(5-amino-1,3-phenylene)bisdecanamide, 10.6 ml (0.061 mol) of benzyl bromoacetate, 2.4 g (11.1 mmol) of 1,8-bis(dimethylamino)-naphthalene and 0.19 g (1.25 mmol) of sodium iodide in 50 ml of acetonitrile and 15 ml of DMF was stirred and refluxed under an argon atmosphere for 36 hours. The solvents were removed at reduced pressure and the residue was dissolved in ethyl acetate. The extract was washed with 0.05N HCl, with NaHCO3 solution, dried and concentrated to a brown solid. Purification by HPLC using 25% ethyl acetate-hexane gave 0.9 g which was recrystallized from acetone-hexane to give 0.064 g (20% yield, mp 127°-129°) of N-[3,5-bis[(1-oxodecyl)amino]phenyl]-N-[2-oxo-2-(phenylmethoxy)ethyl]glycine phenylmethyl ester.

1. temperaturerefluxed under an argon atmosphere for 36 hours
2. customThe solvents were removed at reduced pressure
3. dissolutionthe residue was dissolved in ethyl acetate
4. washThe extract was washed with 0.05N HCl, with NaHCO3 solution
5. customdried
6. concentrationconcentrated to a brown solid
7. customPurification by HPLC
8. customgave 0.9 g which
9. customwas recrystallized from acetone-hexane