Overview
Triphenylphosphine is a common compound that is widely used in organic synthesis. For example, triphenylphosphine can be used to synthesize Ylide and used in Witting Reaction to synthesize carbonyl compounds into compounds containing alkenes; for example, triphenylphosphine can be used as a base and reducing agent to participate in the Mitsunobu reaction and be used to synthesize some molecules with chiral flipping. After triphenylphosphine participates in the reaction, it is generally oxidized to triphenylphosphine and mixed in the reaction solution. Since triphenoxyphosphonate has relatively good solubility in organic solvents, the presence of triphenoxyphosphonate brings certain difficulties to the purification of the reaction product. In general laboratories, a small amount of triphenoxyphosphonate is usually removed by column chromatography, but this method is not suitable for pilot and scale-up reactions. Professor Daniel J. Weix developed a method to form a zinc chloride triphenoxyphosphonate complex with zinc chloride to form a precipitate in a polar organic solvent (methanol, ethanol, isopropyl alcohol, etc.). method of separation.
The author screened the solvents and found that when ethanol, isopropyl alcohol, ethyl acetate, and isopropyl acetate were used as separation solvents, the zinc chloride triphenoxyphosphonate complex had a good settling effect. Little residue.
In order to verify that the amplification of this method can be applied to photoinitiators, the epoxidized soybean oil price maker conducted the following hundred-gram-level reaction involving triphenylphosphine. The reaction crude The product applies a new method of removing triphenoxyphosphorus, and the effect is very good.
The author also verified the new method on the commonly used Corey-Fuchs Reaction and Mitsunobu Reaction, and also achieved excellent separation results.
