The reaction mentioned in the title is investigated in order to determine the influence of the substituents at the amino group, of solvents, and temperature on the distribution of the products (V) ‐ (VII).
Preparation of Tetrakis Quaternary Ligand 23a. A solution of 23b (637 mg) in water (2 mL) containing concentrated HC1 (0.1 mL) was stirred at 25 °C for 2 h and then evaporated to dryness. Water (0.5 mL) was added, and the mixture was evaporated to dryness again. The residue was dissolved in MeOH (0.5 mL) and purified by preparative TLC. The plate was developed with ether, it was dried, and then it was redeveloped with MeOH. The band at R¡ 0.34 was removed and eluted with MeOH (2 X 0.5 mL). The MeOH was evaporated, and the residue was taken up in water (2 mL) and passed through an ion-exchange column (IRA-400, Cl" form, 2.5 g). The eluent was evaporated to dryness, and the residue was further dried under vacuum (0.05 mm), giving 23a (508 mg, 98%) as a yellow, viscous liquid. Anal.
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