反应详情

Dissolve N-[(1R)-1-(4-acetylphenyl)ethyl]methanesulfonamide (15 g, 62 mmol) in EtOH (155.4 mL) and cool with an ice bath. Add sodium borohydride (1.2 g, 31.1 mmol) and stir the resulting mixture in the ice bath for 2 h. Quench the reaction with H2O (20 mL) and concentrate under reduced pressure. Dilute the residue with EtOAc (90 mL) and H2O (50 mL). Separate the layers and wash the organic layer with brine (2×50 mL), dry over MgSO4; filter; and concentrate the filtrate under reduced pressure to provide a residue. Purify and separate isomers using chromatography conditions K (see below) collecting the second eluting isomer as the title compound (2.01 g, 13%). MS (m/z): 261 (M+18).

1. temperaturecool with an ice bath
2. customQuench
3. customthe reaction with H2O (20 mL)
4. concentrationconcentrate under reduced pressure
5. additionDilute the residue with EtOAc (90 mL) and H2O (50 mL)
6. customSeparate the layers
7. washwash the organic layer with brine (2×50 mL)
8. dry with materialdry over MgSO4
9. filtrationfilter
10. concentrationand concentrate the filtrate under reduced pressure
11. customto provide a residue
12. customPurify
13. customseparate isomers
14. customcollecting the second eluting isomer as the title compound (2.01 g, 13%)