反应详情

温度

0 °C

To a cold (0° C.) solution of 1.22 g of 4-[2-(4-Acetyl-3-hydroxy-2-propylphenoxy)ethoxy]benzoic acid in 15 mL of anhydrous DMF was added to 0.8 mL of diphenylphosphoryl azide and 1.05 mL of anhydrous triethylamine. The resulting mixture was stirred at 0° C. for one hour and then 0.56 g of 3-pyridine butanamine was added. The mixture was stirred in ice bath for 1 hour and at room temperature for 6 hours. The solvent was removed in vacuo, the residue was dissolved in methylene chloride and washed with sodium bicarbonate solution. The extract was dried (over magnesium sulfate) and concentrated in vacuo to an oil which was purified by HPLC using 7% methanol-ethyl acetate to give an oil which was triturated with ethyl acetate-ether and filtered to yield 1.0 g, mp 93° , (60% yield) of 4-[2-(4-Acetyl-3-hydroxy-2-propylphenoxy)-ethoxy]-N-[4-(3-pyridinyl)butyl]benzamide, the title compound.

1. stirringThe mixture was stirred in ice bath for 1 hour
2. waitat room temperature for 6 hours
3. customThe solvent was removed in vacuo
4. dissolutionthe residue was dissolved in methylene chloride
5. washwashed with sodium bicarbonate solution
6. dry with materialThe extract was dried (over magnesium sulfate)
7. concentrationconcentrated in vacuo to an oil which
8. customwas purified by HPLC
9. customto give an oil which
10. customwas triturated with ethyl acetate-ether
11. filtrationfiltered