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Synthesis of 3,5‐diisopropyl[carboxy‐ 14 C]salicylic acid and its 67 CU complex
Author(s) -
Chidambaram Mankulathu V.,
Epperson Claude E.,
Williams Skip,
Gray Ronda A.,
Sorenson John R. J.
Publication year - 1991
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580290305
Subject(s) - chemistry , salicylic acid , yield (engineering) , carboxylation , liquid scintillation counting , carbon 14 , specific activity , nuclear chemistry , diisopropyl ether , radiochemistry , spectrophotometry , chromatography , catalysis , organic chemistry , enzyme , biochemistry , materials science , metallurgy , physics , quantum mechanics
The synthesis of 3,5‐diisopropyl[carboxy‐ 14 C]salicylic acid was achieved via Kolbe‐Schmitt carboxylation of potassium 2,4‐diisopropylphenolate. The yield of this acid was 81% based upon the weight of the product and 93% based upon radioactivity incorporated into the labeled acid which contains 98% 14 C in the carboxyl group (specific activity = 5.1 μCi/mg). The labeled acid was characterized by ultraviolet spectrophotometry and purity established by thin‐layer chromatography, autoradiography, and liquid scintillation counting. A 90% yield of the double labeled 14 C, 67 Cu‐complex (specific activity = 4.6 μC/mg) was obtained using conditions developed with non‐radioactive reactants. The presence of 67 Cu in this complex was established using γ‐ray emission spectrophometry.