[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH2:13][CH2:12][CH2:11][NH:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].Cl.[CH2:15]=O.O.[CH3:18][C:19]([CH3:21])=[O:20]>C(O)(C)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH2:13][CH2:12][CH2:11][N:10]2[CH2:15][CH2:18][C:19](=[O:20])[CH3:21])[CH:5]=[CH:6][C:7]=1[Cl:8]
To the solution of 4 g (18.5 mmol) 2-(3,4-dichlorophenyl)-pyrrolidine in 10 ml acetone, during ice-water cooling, the mixture of 10 ml acetone and 1.6 ml cc. hydrochloric acid is added. The mixture is stirred for 15 minutes under cooling for 10 minutes at room temperature, then the solution of 0.83 g (9.3 mmol) paraformaldehyde in 9.2 ml iso-propanol is added and the reaction mixture is heated at reflux temperature for 4 hours. After cooling, 15 ml of water is added and the mixture is extracted with 3×20 ml dichloromethane, dried over sodium sulfate and evaporated in vacuum. The residue is crystallized in hexane to obtain 2.11 g title compound. Mp: 160-162° C.
Loading…
