反应详情

A mixture of 4-(3-(4-fluorophenylamino)propyl)benzaldehyde (0.09 g, 0.35 mmol) [prepared form the product of Step B by stirring in acidifies CHCl3] and 2-bromopropane (0.2 ml) and K2CO3 (0.1 g; 0.73 mmol) was stirred at reflux in anhydrous DMF (5 ml) for 6 h. The solvent was evaporated under reduced pressure and the residue was diluted to 50 ml with EtOAc and washed with H2O. The organic layer separated and dried over MgSO4 and filtered. The filtrate was evaporated to dryness and the residue was purified by FCC (SiO2, hexane/EtOAc), to give the title compound (0.078 g, 83%) as creamy paste. 1H-NMR (CDCl3) 10 (s, 1H); 7.78 (d, 2H, J=8.13 Hz); 7.32 (d, 2H, J=8.07 Hz); 6.93-6.86 (m, 2H); 6.82-6.66 (m, 2H); 3.07 (t, 2H, J=7.5 Hz); 2.71 (t, 2H, J=7.5 Hz); 2.71 (t, 2H, 7.62 Hz); 2.27-2.21 (m, 1H); 1.86-1.83 (m, 1H); 1.08 (d, 6H, J=6.6 Hz).

1. customThe solvent was evaporated under reduced pressure
2. additionthe residue was diluted to 50 ml with EtOAc
3. washwashed with H2O
4. customThe organic layer separated
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. customThe filtrate was evaporated to dryness
8. customthe residue was purified by FCC (SiO2, hexane/EtOAc)