To an autoclave equipped with a stirrer was added 356 g of ethylene glycol monobutyl ether and 19 g of water, followed by 150 g (0.657 mol) of bisphenol A. Sequentially, 53 g (1.325 mol) of sodium hydroxide and 14 g (0.132 mol) of sodium carbonate were added. Next, 121 g (1.581 mol) of 3-chloropropene was added, the autoclave was sealed, and the reaction was heated at 100 to 105 °C for 8 hours. Upon completion of the reaction, unreacted 3-chloropropene was removed by distillation according to the same method as in Example 1 and aqueous phase separation was performed. After neutralizing the reaction mixture, heat treatment was performed to obtain a glycol monobutyl ether solution of bisphenol A diallyl ether. The solution had a sodium ion content of about 10 ppm. 2,2-bis(4-allylhydroxyphenyl)propane was analyzed by HPLC at a composition ratio of 95.0% (area percentage), bisphenol A at 0.2%, and 4-hydroxyphenyl-4'-allylhydroxyphenylpropane (bisphenol A monoallyl ether) at 2.2%. Based on the content of bisphenol A monoallyl ether, a yield of 95% was calculated. The thermally filtered reaction solution (filtrate) was transferred to an autoclave and heated and reacted under closed conditions (0.1 MPaG) at 195-200 °C for 7 hours. Subsequently, ethylene glycol monobutyl ether was removed by distillation under reduced pressure at 150 °C to give 166 g of 4,4'-(propane-2,2-diyl)bis(2-allylphenol) (yield: 82%). The HPLC composition ratio of the resulting product was 92.0% (% area).
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