Triphenylphosphine → HCID 178459887, compound

Participants

Reaction Conditions

Reaction Steps

Diisopropyl azodicarboxylate (DIAD, 1 eq) is added dropwise to a well-stirred solution of triphenylphosphine (1 eq) in THF (0.4 M) at 0° C. under nitrogen. After completion of the addition, the mixture is stirred at 0° C. for an additional 30 min. The white solid obtained is collected by filtration (use medium sized fitted filters) and washed with cold anhydrous THF until the washes are colorless. Finally, the white precipitate is washed once with anhydrous Et2O. The adduct is then dried well in vacuo, and stored under nitrogen. (It is important to store this reagent under anhydrous conditions!) The adduct can be used in place of the separately added reagents in Mitsunobu-type reactions.

Provenance & Evidence