反应详情

Ethyl 5-nitroindole-2-carboxylate (3.1) (1.5 g, 6.41 mmol) in CH2Cl2 (30 ml) was treated with benzoyl chloride (1.19 ml, 10.26 mmol), Et3N (891 μl, 6.41 mmol) and DMAP (783 mg, 6.41 mmol). The mixture was stirred for 16 h. 10% NaHCO3 (10 ml) and CH2Cl2 (10 ml) were added and the organic layer was separated. The aqueous layer was extracted with CH2Cl2 (3×5 mL). The combined organic layers were washed with H2O (10 ml), 5% HCl (10 ml) and H2O (10 ml). The solution was dried (MgSO4) and concentrated. The 10 residue was crystalised from EtOAc/Hex 1:9 to afford 1.85 g (87%) of 3.2 as a yellow powder: 1H NMR (250 MHz, CDCl3) δ ppm 8.66 (d, 1H), 8.25 (d, 1H), 7.80 (d,1H), 7.6-7.72 (m, 3H), 7.48 (m, 3H), 4.00 (q, 2H), 1.10 (t, 3H). FABMS (NBA/NaI) m/z 339 (M+H+ expected 339)

1. customthe organic layer was separated
2. extractionThe aqueous layer was extracted with CH2Cl2 (3×5 mL)
3. washThe combined organic layers were washed with H2O (10 ml), 5% HCl (10 ml) and H2O (10 ml)
4. dry with materialThe solution was dried (MgSO4)
5. concentrationconcentrated
6. customThe 10 residue was crystalised from EtOAc/Hex 1:9