Succinic anhydride → HCID 178508934, compound

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Reaction Steps

Acyclovir succinate is prepared by heating a solution of 0.2252 g of acyclovir (1 mmol) (Sigma), 0.200 g of succinic anhydride (2 mmoles) (Aldrich) and 0.14 mL of triethylamine in 15 mL of dry dimethylformamide at 60° C. in an oil bath for 21 hours. The solution was then cooled and the volatile constituents were evaporated in vacuo, and the residue was taken up in 8 mL of ice water and acidified to pH 2 with 2N HCl. A white precipitate was formed that was collected by filtration, thoroughly washed with ice water and dried in vacuo over P2O5 at 40° C. to yield 0.180 g (54 percent) of the product. The ester was then recrystallized from methanol and characterized by IR and 1H NMR spectroscopy.

Provenance & Evidence