反应详情

A mixture of estrone methyl ether (14.2 g) and 2-(2-aminoethyl)-pyridine(24 ml, 24.4 g) is stirred and cooled in an ice bath. To this mixture, formic acid (97-98%, 11.5 ml) is added in portions. The mixture is then heated in an oil bath (180°-190° C. bath temp.) for 24 hours. The mixture is poured onto ice, treated with NaOH, and extracted with methylene chloride (3×). The extracts are dried (Na2SO4), filtered, and concentrated to give a solid. The solid is crystallized from methylene chloride-hexane to give crystals. Recrystallization from methylene chloride-acetone gives the title compound, mp 252°-253° C. preceded by yellowing. (PLA2-, diabetes)

1. temperaturecooled in an ice bath
2. temperatureThe mixture is then heated in an oil bath (180°-190° C. bath temp.) for 24 hours
3. additionThe mixture is poured onto ice
4. extractionextracted with methylene chloride (3×)
5. dry with materialThe extracts are dried (Na2SO4)
6. filtrationfiltered
7. concentrationconcentrated
8. customto give a solid
9. customThe solid is crystallized from methylene chloride-hexane
10. customto give crystals
11. customRecrystallization from methylene chloride-acetone