1,2-Dimethoxyethane → 4-[N,N-bis(3,4-dimethylphenyl)amino]styrene

Participants

Reaction Steps

12.1 g of sodium hydride and 580 mL of 1,2-dimethoxyethane were placed in a three-neck flask, and while stirring at room temperature, 108.5 g of tetramethyl phosphonium bromide was added. After adding one drop of anhydrous ethanol, the mixture was reacted for 4 hours at 70° C. 100 g of 4-[N,N-bis-(3,4-dimethylphenyl) amino] benzaldehyde was added to the reaction mixture, and the mixture was reacted for 5 hours at 70° C. The reaction solution was filtered, and an ether extract of the filtered cake and filtrate were washed in water. The ether solution was dehydrated with calcium chloride. The ether was removed and the reaction mixture was obtained. This was recrystallized twice with ethanol, and a needle-form of 4-[N,N-bis-(3,4-dimethylphenyl) amino] styrene was obtained. The amount obtained was 84.5 g (yield rate of 85.0%).

Provenance & Evidence