反应详情

A mixture of 2697 g (4.653 moles) of (2R, 4S)-1-(4-toluenesulfonyl)-2-(4-toluenesulfonyloxymethyl)-4-(4-toluenesulfonyloxy)-pyrrolidine and 1640 g (15.304 moles) of benzylamine in 15 L of toluene was heated under reflux. After 6 hours 100 g of benzylamine were added and the reflux continued for 3 hours. The mixture was cooled, filtered and the residue was washed with 5 L of toluene. The combined organic layers were evaporated to dryness and the resulting solid was taken up with 2 L of isopropanol. After cooling the product was filtered, washed with cold isopropanol and dried under reduced pressure to give 1434 g of the titled compound. (90%). M.P. =124° C. [α]D =-15.72° (c=1.6, acetone)

1. temperaturewas heated
2. temperatureunder reflux
3. temperatureThe mixture was cooled
4. filtrationfiltered
5. washthe residue was washed with 5 L of toluene
6. customThe combined organic layers were evaporated to dryness
7. temperatureAfter cooling the product
8. filtrationwas filtered
9. washwashed with cold isopropanol
10. customdried under reduced pressure