2-Propanone, 1-nitro- → HCID 13670891, compound

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:10](=O)[CH3:11])[CH:5]=[CH:6][CH:7]=1.[N+:19]([CH2:22][C:23](=O)[CH3:24])([O-:21])=[O:20].C([O-])(=O)C.[NH4+:30]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]2[C:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[C:10]([CH3:11])[NH:30][C:23]([CH3:24])=[C:22]2[N+:19]([O-:21])=[O:20])[CH:5]=[CH:6][CH:7]=1

Participants

Procedure

12.82 g (50 mmol) of 1-(3-chlorophenyl)-2-phenyl-3-oxo-1-butene in 75 ml of ethanol are heated under reflux with 5.15 g (50 mmol) of nitroacetone and 3.85 g (50 mmol) of ammonium acetate for 16 hours. A further 5.15 g of nitroacetone and 3.85 g of ammonium acetate are added and the mixture is boiled for 24 hours, and 5.15 g of nitroacetone and 3.85 g of ammonium acetate are added and the mixture is boiled for 24 hours. It is cooled and concentrated, the residue is taken up in ethyl acetate, and the solution is extracted by shaking twice with water, dried and concentrated.