反应详情

To a solution of 3-Isopropylamino-5-phenyl-thiophene-2-carboxylic acid methyl ester (1.5 g, 5.45 mmol) in 1,2-dichloroethane, N-chlorosuccinamide (0.940 g, 7.091 mmol), triphenylphosphine (1.9 g, 7.091 mmol) and 4-oxo-cyclohexanecarboxylic acid (800 mg, 5.455 mmol) were added. The reaction mixture was stirred at reflux for overnight under an atmosphere of N2. The reaction mixture was diluted with CH2Cl2 and extracted with saturated solution oh NaHCO3. The organic layer was separated, dried (Na2SO4) and concentrated. The residue was purified using silica gel column chromatography using ethyl acetate:hexane (1:4) as eluent to obtain 3-[Isopropyl-(4-oxo-cyclohexanecarbonyl)-amino]-5-phenyl-thiophene-2-carboxylic acid methyl ester. (1.2 g, 55%) as syrup. 1H NMR (CDCl3, 400 MHz): δ7.75-7.50 (m, 2H), 7.70-7.38 (m, 3H), 7.12 (s, 1H), 4.95 (m, 1H), 3.87 (s, 3H), 2.75-0.83 (m, 15H).

1. temperatureat reflux for overnight under an atmosphere of N2
2. extractionextracted with saturated solution oh NaHCO3
3. customThe organic layer was separated
4. dry with materialdried (Na2SO4)
5. concentrationconcentrated
6. customThe residue was purified