96-49-1

75-44-5

106-48-9

13001-28-0

Example P1: Synthesis of 4-chloro-(2-chloroethoxy)-benzene 1. 1 g of tributylamine was added to the reactor as a catalyst, followed by the sequential addition of 26.4 g of 4-chlorophenol and 18.7 g of ethylene carbonate. 2. The reaction mixture was slowly heated to 150 °C and the reaction was maintained at this temperature for about 3 hours until the release of carbon dioxide gas ceased. 3. Upon completion of the reaction, the mixture was cooled to 85 °C and 1 g of dimethylformamide was added as a solvent. 4. 24 g of phosgene was passed into the reaction mixture in the form of a bulb at 85 °C. 5. The reaction temperature was maintained at 85 °C for 8 hours, after which the temperature was reduced to 60 °C. The reaction temperature was reduced to 60 °C. 6. 100 ml of water was added to quench the excess phosgene, followed by neutralization of the reaction mixture with 10.5 g of 25% aqueous sodium hydroxide. 7. The organic layer was separated and purified by reduced pressure distillation (150°-152 °C/40 mb) to give 36.0 g (93% yield) of the target product 4-chloro-(2-chloroethoxy)-benzene.