反应详情

To a solution of (R)-(+)-1-(4-methoxyphenyl)ethylamine (5.83 g, 38.6 mmol) in tetrahydrofuran (25 mL) was slowly added 1,3-propanesultone (4.56 g, 36.8 mmol). The solution was stirred at reflux for 4 hours. The reaction mixture was cooled to room temperature. The solid was collected by filtration, washed with THF (25 mL) and acetone (25 mL). The solid was suspended in EtOH (200 mL). The suspension was stirred at reflux for 15 min. The solid was collected by filtration, washed with cold EtOH (50 mL), and dried in a vacuum oven (50° C.), to afford compound FN (5.6 g, 56%). 1H NMR (D2O, 500 MHz) δ ppm 7.26 (d, 2H, J=8.3 Hz), 6.90 (d, 2H, J=8.3 Hz), 4.22 (m, 1H), 3.68 (s, 3H), 2.92 (m, 1H), 2.76 (m, 3H), 1.90 (m, 2H), 1.49 (d, 3H, J=6.8 Hz). 13C NMR (D2O, 125 MHz) 8 ppm 159.87, 129.34, 128.18, 114.85, 57.99, 55.58, 48.05, 44.21, 21.45, 18.21. ES-MS 272 (M−1).

1. temperatureat reflux for 4 hours
2. filtrationThe solid was collected by filtration
3. washwashed with THF (25 mL) and acetone (25 mL)
4. stirringThe suspension was stirred
5. temperatureat reflux for 15 min
6. filtrationThe solid was collected by filtration
7. washwashed with cold EtOH (50 mL)
8. customdried in a vacuum oven (50° C.)
9. customto afford compound FN (5.6 g, 56%)