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 (3X). 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 (3X)
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