[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](Cl)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].C(Cl)(Cl)Cl.[C:17]1([N:23]2[CH2:27][CH2:26][CH:25]([NH2:28])[CH2:24]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>O>[C:17]1([N:23]2[CH2:27][CH2:26][CH:25]([NH:28][C:8](=[O:9])[C:7]3[CH:11]=[CH:12][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)[CH2:24]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1A solution of 6.9 g. (0.037 mole) of p-nitrobenzoyl chloride in 30 ml. of chloroform was added dropwise at room temperature to a stirred mixture of 6 g. (0.037 mole) of 1-phenyl-3-aminopyrrolidine in 30 ml. of chloroform and 10 g. of potassium carbonate in 30 ml. of water. After addition, the mixture was stirred an additional 30 minutes. The chloroform layer was separated, dried over magnesium sulfate and evaporated to a solid. Recrystallization of the crude product from ethanol-water solution gave 10.6 g. (92%) of orange solid which melted at 153°-155°C.
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