反应详情

A solution of Example 1C (2.91 g, 13.27 mmol), p-toluenesulfonyl chloride (3.79 g, 19.91 mmol), and DMAP (324 mg, 2.65 mmol) in CH2Cl2 (60 mL) was treated with TEA (3.7 ml, 4.40 mmol) at ambient temperature, and the resulting solution was stirred for 3 hours. It was then diluted with CH2Cl2 (100 mL) and H2O (50 mL), and the layers were separated. The organic layer was dried with MgSO4 and concentrated under reduced pressure, then the residue was chromatographed on silica gel (1:2:2 EtOAc/CH2Cl2/hexane, eluant) to provide the title product (750 mg). 1H NMR (300 MHz, CD3OD) δ 7.95 (d, 2 H), 7.44 (d, 2 H), 2.45-2.47 (m, 3 H), 2.40-2.45 (m, 2 H), 1.99-2.10 (m, 2 H), 1.79-1.90 (m, 2 H), 1.65-1.75 (m, 6 H), 1.52-1.62 (m, 2 H). MS (DCI+) m/z 374 (M+H).

1. customthe layers were separated
2. dry with materialThe organic layer was dried with MgSO4
3. concentrationconcentrated under reduced pressure
4. customthe residue was chromatographed on silica gel (1:2:2 EtOAc/CH2Cl2/hexane, eluant)