Ethyltriphenylphosphonium bromide

1. Ethyltriphenylphosphonium bromide acts as a reactant in the synthesis of D-amino acids from L-cysteine-derived thiazolidines, Leiodolide A through aldol reactions and Horner-Wadsworth-Emmons olefination.
2. It is also used in the preparation of cycloalkanoindolines through diastereoselective intramolecular inimo-ene reactions.
3. it is used as a reagent in solid-state metathesis polycondensation to prepare alkyl-dipropenylthiophene monomers.
4. Mizoroki-Heck cyclization and cascading Tsuji-Trost cyclization reactions.

74-96-4

603-35-0

1530-32-1

In a 1500 mL three-necked flask, 54 g (0.5 mol) of ethyl bromide, 210 g (0.8 mol) of triphenylphosphine and 1000 mL of toluene were added sequentially. A reflux condenser tube was installed, magnetic stirring was turned on and the reaction was heated to reflux state and kept at reflux for 10 hours. Upon completion of the reaction, the reaction system was naturally cooled to 50 °C and a large amount of white solid was observed to precipitate. The solid product was collected by filtration through a Brinell funnel and the filter cake was washed with toluene three times (50 mL each time). The resulting solid was transferred to a vacuum drying oven and dried at 50 °C until constant weight, resulting in 170.4 g of ethyltriphenylphosphonium bromide in 91.8% yield.