Epichlorohydrin → HCID 66723969, compound

Participants

Reaction Conditions

Reaction Steps

In a four-necked flask equipped with a thermometer, dropping funnel, cooling pipe and stirrer, 610.6 g (6.6 mol) of epichlorohydrin was poured and heated up to a temperature of 70° C. while performing nitrogen purge, and a solution of 203.7 g (1.1 mol) of p-phenoxy aniline dissolved in 1,020 g of ethanol was dropped in 4 hours. The solution is stirred for additional 6 hours to ensure completion of the addition reaction to provide 4-phenoxy-N,N-bis(2-hydroxy-3-chloropropyl)aniline. Then, the flask was heated up to an internal temperature of 25° C., and 229 g (2.75 mol) of 48% aqueous NaOH solution was dropped in 2 hours, followed by additional stirring for 1 hour. After the completion of the cyclization reaction, ethanol was evaporated and extraction was carried out with 408 g of toluene, followed by washing twice with 5% saline solution. Toluene and epichlorohydrin were removed from the organic layer under reduced pressure, resulting in 308.5 g (yield 94.5%) of a brown viscous liquid. The main product N,N-diglycidyl-4-phenoxy aniline had a purity of 91% (GC area %).

Provenance & Evidence