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An improved synthesis of [1‐ 14 C]‐labelled 2‐butynedioic acid, succinic acid and succinyl chloride
Author(s) -
Somayaji Vijayalakshmi V.,
Hall Tse W.,
Wiebe Leonard I.,
Knaus Edward E.
Publication year - 1988
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.2580251206
Subject(s) - chemistry , succinic acid , yield (engineering) , chloride , hydrogen chloride , ether , nuclear chemistry , zinc , medicinal chemistry , hydrogen , inorganic chemistry , organic chemistry , materials science , metallurgy
The reaction of [ 14 C]CO 2 , generated from [ 14 C]BaCO 3 , with dilithio propiolate ( 2 ) at −78°C afforded [1‐ 14 C]‐2‐butynedioic acid ( 3 ) Reduction of 3 with platinum oxide and hydrogen gas gave [1‐ 14 C]‐succinic acid ( 4 ) in 74% overall radiochemical yield from [ 14 C]BaCO 3 with a specific activity of 55.4 mCi/mmol (2.05 GBq/mmol). Reaction of 4 with dichloromethyl methyl ether in the presence of zinc chloride yielded [1‐ 14 C]‐succinyl chloride ( 5 , 97.5% radiochemical yield).