[CH:1]1([C:4](=O)[CH:5]=[CH:6][C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[C:9]([Cl:14])[CH:8]=2)[CH2:3][CH2:2]1.[N+:16]([CH2:19][CH3:20])([O-:18])=[O:17].[Na].C[OH:23]>>[CH:1]1([CH2:4][C:5](=[O:23])[CH:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[C:9]([Cl:14])[CH:8]=2)[CH:19]([N+:16]([O-:18])=[O:17])[CH3:20])[CH2:3][CH2:2]1The procedure of Example IX using 39 g of 1-cyclopropyl-3-(3',4'-dichlorophenyl)prop-2-en-1-one, 15.5 ml of nitroethane and 2 g of sodium in 150 ml of methanol gives 41 g of 1-cyclopropyl-3-(3',4'-dichlorophenyl)-4-nitropentanone as an oily residue which is used in the crude state for the remainder of the operations.
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