反应详情

温度

90 °C

A mixture of 2,4-dibromo-1-(methylsulfonyl)benzene (0.3 g, 0.96 mmol) and morpholine (0.25 g, 2.9 mmol) in DME was heated at 90° C. for 16 h, cooled, and concentrated in vacuo. The crude residue was dissolved in EtOAc and washed with brine (2×). The organic layer was dried (MgSO4), concentrated to give a near colorless solid which was ˜1:1 mixture of regioisomers by analytical HPLC and LC/MS analysis. This residue was purified by chromatography on silica gel (EtOAc/hexanes) to afford 4-(5-bromo-2-(methylsulfonyl)phenyl)morpholine as a near colorless solid. 1H NMR (DMSO-d6, 400 MHz) δ 8.2 (d, 1H), 7.8 (s, 1H), 7.7 (d, 1H), 3.8-3.6 (m, 4H), 3.4 (s, 3H), 3.1-2.9 (m, 4H). MS (ESI) 322.1, 320.1 (M+H).

1. temperaturecooled
2. concentrationconcentrated in vacuo
3. dissolutionThe crude residue was dissolved in EtOAc
4. washwashed with brine (2×)
5. dry with materialThe organic layer was dried (MgSO4)
6. concentrationconcentrated
7. customto give a near colorless solid which
8. addition˜1:1 mixture of regioisomers by analytical HPLC and LC/MS analysis
9. customThis residue was purified by chromatography on silica gel (EtOAc/hexanes)