反应详情

温度

60 °C

To a solution of 1,2,3,4-tetrahydro-quinolin-7-ol (200 mg, 1.34 mmol) from step 1 in anhydrous N,N-dimethyl-formamide (5 mL) was added bromomethyl-benzene (229 mg, 1.34 mmol), and potassium carbonate (556 mg, 4.02 mmol). The reaction mixture was stirred at 60° C. overnight. Added some water to the reaction mixture and extracted it with methylene chloride several times. The organic layer was combined, dried over magnesium sulfate, and filtrated. The solution was evaporated under vacuum. The crude residue was purified by MPLC (biotage) to afford 297 mg (93%) of the title compound. 1H-NMR (CDCl3) δ 7.35–7.20 (m, 5H), 6.81 (d, J=8.1 Hz, 1H), 6.05 (dd, J=7.8 Hz, 2.2 Hz, 1H), 5.98 (d, 2.5 Hz, 1H), 4.53 (bs, 1H), 4.44 (s, 2H), 3.34 (t, J=5.0 Hz, 2H), 2.73 (t, J=5.8 Hz, 2H), 1.98 (m, 2H); MS LC-MS (MH+=240.1), LC MS RT: 3.08 min.

1. extractionextracted it with methylene chloride several times
2. dry with materialdried over magnesium sulfate
3. filtrationfiltrated
4. customThe solution was evaporated under vacuum
5. customThe crude residue was purified by MPLC (biotage)