1-chloro-4-[2-chloro-1-(4-chlorophenyl)ethenyl]benzene

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Into a 4-necked 2-liter flask are placed 500 g (1.56 mole) of 2,2-bis(p-chlorophenyl)-1,1-dichloroethane and 500 ml of dimethyl sulfoxide. A solution of 188 ml (2.34 mole) of 50% sodium hydroxide is added dropwise. The reaction mixture exotherms to 63° during the addition. After the addition, the reaction mixture is stirred for one hour and poured into ice-water. It is extracted with ether. The combined ether extracts are washed with water, saturated sodium chloride solution, and dried over sodium sulfate. Solvent is evaporated to give 311 g of a waxy solid. A portion of the crude product is recrystalized from hexane-ether to give a white solid, mp 65°-7°. Into a 4-necked 2-liter flask are placed The reaction mixture exotherms to 63° during the addition After the addition It is extracted with ether The combined ether extracts are washed with water, saturated sodium chloride solution dried over sodium sulfate Solvent is evaporated to give 311 g of a waxy solid A portion of the crude product is recrystalized from hexane-ether to give a white solid, mp 65°-7°