[OH-].[Na+].[C:3]([C:6]1([S:9][CH2:10][CH2:11][CH3:12])[CH2:8][CH2:7]1)(=[O:5])[CH3:4].[Cl:13][C:14]1[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:15]=1[CH:16]=O.C(O)C>O.ClCCl>[CH2:10]([S:9][C:6]1([C:3]([CH:4]=[CH:16][C:15]2[CH:18]=[CH:19][C:20]([Cl:22])=[CH:21][C:14]=2[Cl:13])=[O:5])[CH2:8][CH2:7]1)[CH2:11][CH3:12]5 pellets of solid sodium hydroxide are added at room temperature to a mixture of 41.7 g (0.26 mol) of 1-acetyl-1-propylmercapto-cyclopropane, 46 g (0.26 mol) of 2,4-dichlorobenzaldehyde, 130 ml of ethanol and 30 ml of dichloromethane. The mixture is stirred for 14 hours at room temperature. 50 ml of water are added, and the oil phase is separated off and taken up in dichloromethane. The organic phase is washed with water, dried over sodium sulphate and concentrated by removing the solvent under reduced pressure. In this manner, 80 g (97% of theory) of 2,4-dichlorophenylethenyl 1-propylmercaptocyclopropyl ketone (cis/trans isomers) are obtained in the form of an oily product.
Loading…