Table 3. Functional Group Compatibility of TPPO Precipitation^a.

^aSee Table 1 for experimental details. The listed additive (3.6 mmol) was added to the initial TPPO solution in ⁱPrOH prior to the addition of 0.98 g of ZnCl₂ (7.2 mmol). After precipitation, the reactions were filtered and washed, and the remaining solution was analyzed by GC.

^bThe percentage of TPPO and additive remaining in solution was determined by GC comparison of the solution prior to ZnCl₂ addition and after filtration using dodecane as an internal standard.

^cReaction was run with double the solvent.

^dControl reactions showed that quinidine formed a precipitate with ZnCl₂ in the absence of TPPO.