反应详情

To a solution of 4-Nitro-benzoic acid 11-carboxy-1-hexyl-undecyl ester (500 g) in dry Acetone, triethylamine (232 mL) at 10-15° C. was added Bromoacetic acid 4-nitro-phenyl ester (347 g). The solution was stirred at room temperature for 8 hours. 75% of the solvent was distilled off and cooled to room temperature. The resulting solid was poured onto cold water and pH was adjusted to 4-5 with dilute HCl. The resulting solid was filtered off and washed with chilled water (100 mL). The slurry was prepared with 1 lit Di Isopropyl Ether and filtered off. The resulting solid was then dried in vacuum oven at 60-80° C. to yield pure (R)-18-(2-(4-nitrophenoxy)-2-oxoethoxy)-18-oxooctadecan-7-yl 4-nitrobenzoate product as off white powder with a melting point of 130-133° C. The resulting compound was characterized by 1H NMR (CDCl3) δ 0.86 (t, 3H, CH3), 1.2-1.5 (m, 28H, 14×CH2), 1.68 (m, 2H, CH2), 2.42 (t, 2H, COCH2), 3.52 (m, 1H, CH), 5.2 (s, 2H, CH2) 7.42 (m, 2H, Ar) 8.4-8.52 (m, 6H, Ar).

1. distillation75% of the solvent was distilled off
2. temperaturecooled to room temperature
3. additionThe resulting solid was poured onto cold water and pH
4. filtrationThe resulting solid was filtered off
5. washwashed with chilled water (100 mL)
6. customThe slurry was prepared with 1
7. filtrationfiltered off
8. customThe resulting solid was then dried in vacuum oven at 60-80° C.