反应详情

To a 100 mL round-bottomed flask was added N-(2-bromophenethyl)-4-(tri-fluoromethyl)benzamide (1.6 g, 4299 μmol, from step 1), toluene (50 mL), phosphorus pentaoxide (1061 μL, 17196 μmol, Aldrich). The reaction mixture was stirred at reflux for 5 h. The mixture was cooled down and then poured into ice (ca 50 g), and extracted with EtOAc (2×50 mL). The organic extract was washed with water (30 mL), saturated NaCl (30 mL), dried over Na2SO4, filtered and concentrated in vacuo and the residue was purified by silica gel chromatography, eluting with 10% EtOAc/hexanes to give 5-bromo-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline. MS (ESI pos. ion) m/z: 354 (M+1).

1. temperatureat reflux for 5 h
2. temperatureThe mixture was cooled down
3. extractionextracted with EtOAc (2×50 mL)
4. extractionThe organic extract
5. washwas washed with water (30 mL), saturated NaCl (30 mL)
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customthe residue was purified by silica gel chromatography
10. washeluting with 10% EtOAc/hexanes