反应详情

温度

60 °C

A mixture of 4-(1-(3-(tetrahydro-2H-pyran-2-yloxy)phenyl)-2-oxabicyclo [2.2.2]octan-4-yl)butyl methanesulfonate (133 mg, 0.303 mmol) and NaCN (60 mg, 1.224 mmol) in DMF (2 mL) was stirred at 60° C. for 18 h. The reaction was cooled to rt and diluted with EtOAc (6 mL). The organic phase was washed with water (5×5 mL), dried (MgSO4), and concentrated in vacuo to afford the title compound (102 mg, 91% yield) as a light yellow oil. LCMS, [M+H]+=370.5. 1H NMR (500 MHz, CDCl3) δ 7.23 (t, J=8.0 Hz, 1H), 7.13-7.10 (m, 1H), 7.01 (ddd, J=7.8, 1.6, 1.0 Hz, 1H), 6.94 (ddd, J=8.2, 2.5, 0.9 Hz, 1H), 5.45 (t, J=3.2 Hz, 1H), 3.98-3.89 (m, 1H), 3.83 (s, 2H), 3.66-3.57 (m, 1H), 2.38 (t, J=7.1 Hz, 2H), 2.10-1.96 (m, 5H), 1.90-1.81 (m, 2H), 1.75-1.55 (m, 10H), 1.49-1.37 (m, 2H), 1.22-1.14 (m, 2H).

1. temperatureThe reaction was cooled to rt
2. washThe organic phase was washed with water (5×5 mL)
3. dry with materialdried (MgSO4)
4. concentrationconcentrated in vacuo