[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[CH3:10][C:11](=[O:17])[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[OH-].[Na+]>C(O)C.O.[OH-].[Na+]>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH:10][C:11](=[O:17])[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[CH:4][CH:3]=1
70 ml of water are added to a solution of 90 g (0.64 mol) of 4-chlorobenzaldehyde and 68.5 g (0.6 mol) of 2-heptanone in 300 ml of ethanol and directly thereafter a solution of 1.7 g of sodium hydroxide in 17 ml of water is added. The mixture is initially stirred for 1 hour at room temperature, then 0.6 g of solid sodium hydroxide is added and the mixture is stirred for a further 64 hours. The precipitated product is filtered off with suction, washed with 1 liter of water, pressed out on a clay plate and then dried in vacuo for 16 hours over phosphorus pentoxide. 135 g (95.1% of theory) of 1-(4-chlorophenyl)-1-octen-3-one are obtained in the form of a pale yellow solid of melting point 44°-47° C.
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