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Deuteration with Lindlar's catalyst: Effects of various poisons on isotopic purity
Author(s) -
Adlof R. O.,
Emken E. A.
Publication year - 1984
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.2580210108
Subject(s) - chemistry , quinoline , catalysis , acridine , medicinal chemistry , pyridine , organic chemistry
The Lindlar‐catalysed deuteration of methyl stearolate was studied to determine the effect of various poisons on the rate of reaction and on the isotopic purity of the methyl oleate‐9, 10‐d 2 produced. Poisons containing both exchangable and nonexchangable α protons on the heterocyclic ring [quinoline, quinaldine, γ‐collidine, acridine, and pyridine] were used. All poisons yielded methyl oleate‐9, 10‐d 2 having 94–97% isotopic purity. Very little over‐reduction of oleate to stearate occurred. Lindlar‐catalysed H‐D exchange involving the poisons was not significant.