P-Toluenesulfonic anhydride

Chemical properties

Off-white to cream powder

The Uses of P-Toluenesulfonic anhydride

p-Toluenesulfonic anhydride has been employed as reagent in palladium-catalyzed allylic alkenylation of allylic alcohols with n-butyl acrylate.

General Description

p-Toluenesulfonic anhydride acts as electrophilic species and activates 2-deoxy-sugar hemiacetals in situ, which reacts stereoselectively with nucleophilic acceptors to afford β-anomers.

Synthesis

Add p-toluenesulfonic acid and an m-phosphorous compound used as raw materials into a reaction kettle, dropwise adding thionyl chloride while stirring. Controlling the temperature in the reaction kettle at 68-76 ℃ and heating to perform condensation after dropwise addition; inputting water and hydrochloric acid into the reaction kettle, cooling to 0 ℃. The reaction solution generated in the previous step was drawn into the water, vacuum filtration was performed, and centrifuging was used to obtain a crude product, p-toluenesulfonic anhydride. Furthermore, it was inputting ethyl acetate, performing heating reflux, and freezing to perform crystallization, thus obtaining the qualified finished product.