Ethyl Acetate → 1-{[(2,2,2-Trichloroethoxy)carbonyl]oxy}pyrrolidine-2,5-dione

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Reaction Steps

Dissolve 5.75 gm. of N-hydroxysuccinimide in 200 ml. ethyl acetate and 4 gm. of pyridine; cool the resultant solution to 0° C. To this solution, add 10.6 gm. 2,2,2-trichloroethylchloroformate dropwise over a period of 1.5 hours. Filter the resultant mixture and evaporate the filtrate to dryness. Wash the thereby formed needles with hexane to obtain N-(2,2,2-trichloroethoxycarbonyloxy) succinimide, m.p. 98°-101° C.; ν max. (CHCl3) 1825, 1790, 1750, 1185, 826 cm.-1, δ (CDCl3) 2.85 (4H, s, --CO(CH2)2CO--) and 4.90 ppm (2H, s, --COOCH2CCl3).

Provenance & Evidence