反应详情

60 g (225 mmol) of (1S, 4S)-2-(4-Toluenesul- fonyl)-5-methyl-2,5-diazabicyclo-[2.2.1]heptane was suspended in 900 ml of 30% hydrogen bromide in acetic acid and the mixture was allowed to stir at room temperature. After 6 hours the acetic acid was removed under aspirator pressure to 1/4 of the original volume and 1800 ml of ethylacetate was then added. A solid precipitated and was filtered under an inert atmosphere. The product was recrystallized by dissolving in a minimum amount of methanol at reflux. Cooling followed by the addition of 400 ml of isopropyl alcohol provided a white solid which was filtered and dried under reduced pressure. The product weighed 48 g which represents an 81% yield. M.P.=258°-259° C. (coloration occurs at 234° C.) [α]D =+13.21° (c=0.946, CH3OH)

1. customAfter 6 hours the acetic acid was removed under aspirator pressure to 1/4 of the original volume and 1800 ml of ethylacetate
2. additionwas then added
3. customA solid precipitated
4. filtrationwas filtered under an inert atmosphere
5. customThe product was recrystallized
6. dissolutionby dissolving in a minimum amount of methanol
7. temperatureat reflux
8. temperatureCooling
9. additionfollowed by the addition of 400 ml of isopropyl alcohol
10. customprovided a white solid which
11. filtrationwas filtered
12. customdried under reduced pressure
13. customM.P.=258°-259° C. (coloration occurs at 234° C.) [α]D =+13.21° (c=0.946, CH3OH)