反应详情

A resolving agent solution was obtained by adding 290 g (0.77 mol) of dibenzoyl-(-)-tartaric acid monohydrate to 1L of ethyl acetate with stirring, and the resulting solution was heated to 65°-70° C. The free amine solution of Part A was then added dropwise to the hot resolving agent solution with stirring and continued heating. After completion of the addition of the amine solution, the reaction mixture was allowed to cool to room temperature overnight with stirring to precipitate the dibenzoyl-(-)tartaric acid salt of 2-(N-propylamino)-5-methoxytetralin. The precipitated salt was collected by filtration, washed with 100 mL of acetone, dissolved in 1500 mL of hot ethyl acetate, and then reprecipitated by allowing the solution to cool overnight with stirring. The resulting crystalline salt was collected by filtration and then redissolved and reprecipitated to provide 124 g of crystalline dibenzoyl-(-)-tartaric acid salt of (-)-2-(N-propylamino)-5-methoxytetralin having a specific rotation in the range of -103° to -109°.

1. customA resolving agent solution was obtained
2. temperaturethe resulting solution was heated to 65°-70° C
3. stirringwith stirring
4. temperaturecontinued heating
5. stirringwith stirring
6. customto precipitate the dibenzoyl-(-)tartaric acid salt of 2-(N-propylamino)-5-methoxytetralin
7. filtrationThe precipitated salt was collected by filtration
8. washwashed with 100 mL of acetone
9. dissolutiondissolved in 1500 mL of hot ethyl acetate
10. customreprecipitated
11. temperatureto cool overnight
12. stirringwith stirring
13. filtrationThe resulting crystalline salt was collected by filtration
14. dissolutionredissolved
15. customreprecipitated