Reaction #5320

Reaction equation

dimethyllaurylbenzylammonium chloride

1,1-bis(chlorophenyl)-2,2,2-trichloroethane

sodium hydroxide

dimethyllaurylbenzylammonium chloride

1,1-bis(chlorophenyl)-2,2,2-trichloroethane

→

1,1-bis(chlorophenyl)-2,2-dichloroethylene

Conditions

Workup

1. 1
   TemperatureThe temperature increased from 93° to 103° C
2. 2
   Temperaturethe temperature was maintained between 100° and 105° C. for 14 hours, 30 min
3. 3
   OtherThe organic phase was separated off by phase separation
4. 4
   Washwashed three times with 100 g of a 1N solution of sulfuric acid

Procedure

150 g of solid 1,1-bis(chlorophenyl)-2,2,2-trichloroethane were added to 248.8 g of a 27.2% strength aqueous sodium hydroxide solution maintained at 93° C. 1.4 g of dimethyllaurylbenzylammonium chloride were added thereto. The temperature increased from 93° to 103° C. The addition of solid 1,1-bis(chlorophenyl)-2,2,2-trichloroethane was continued up to a total amount of 300 g. 1.1 g of dimethyllaurylbenzylammonium chloride were added again and the temperature was maintained between 100° and 105° C. for 14 hours, 30 min. The organic phase was separated off by phase separation and washed three times with 100 g of a 1N solution of sulfuric acid and with water (100 g). 263.7 g of 1,1-bis(chlorophenyl)-2,2-dichloroethylene were obtained (y=98.0%) with 0.09% of 1,1-bis(chlorophenyl)-2,2,2-trichloroethane.

Source