1,2-Dimethoxyethane → Vinyltriphenylamine

Participants

Reaction Steps

14.6 g of sodium hydride and 700 mL of 1,2-dimethoxyethane were placed in a three-neck flask, and while stirring at room temperature, 130.8 g of tetramethylphosphonium bromide was added. After adding one drop of anhydrous ethanol, the mixture was reacted for 4 hours at 70° C. Then 100 g of 4-(N, N-diphenylamino)benzaldehyde was added, the temperature was raised to 70° C., and the mixture was reacted for 5 hours. The solution was filtered, and an ether extract of the precipitate and the filtrate were washed in water. Next, the ether solution was dehydrated with calcium chloride, the ether was removed, and the crude product was obtained. Vinyltriphenylamine was obtained as lemon yellow needles upon recrystalization from ethanol. The yield was 83.4 g (84.0%).

Provenance & Evidence