Ethyl Bromide → 4-Vinylphenethylammonium bromide

Participants

Reaction Steps

All the procedures were conducted in a dry nitrogen atmosphere since the product was extremely hygroscopic. In a 100 ml two necked flask equipped with a three way cock 8.6 g of the p-diethylaminoethylstyrene as obtained in Synthesis 1 were dissolved in 35 ml of absolute methanol and then 12.7 ml of ethyl bromide were injected via a syringe. The quaternization was completed after 48 hours at 40° C. without any side reactions. After the reaction mixture was concentrated under reduced pressure, 100 ml of ethyl acetate were injected via a syringe to immediately precipitate white crystals. The crystals thus formed were separated from the solution by filtration under a dry nitrogen atmosphere, washed with ethyl acetate, dried in vacuum and recrystallized from methanol-ethyl acetate solution. The results of elemental analysis of the crystals are as follows;

Provenance & Evidence