Journal Article

One-Step Esterification of Benzoylecgonine with Dimethylformamide-Dipropylacetal or Dimethylformamide-Diisopropylacetal in the Presence of Pyridine*

Buddha D. Paul, Catherine Dreka, Jacqueline L. Summers and Michael L. Smith

in Journal of Analytical Toxicology

Volume 20, issue 6, pages 506-508
Published in print October 1996 | ISSN: 0146-4760
e-ISSN: 1945-2403 | DOI: http://dx.doi.org/10.1093/jat/20.6.506
One-Step Esterification of Benzoylecgonine with Dimethylformamide-Dipropylacetal or Dimethylformamide-Diisopropylacetal in the Presence of Pyridine*

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A simple procedure was developed to derivatize benzoylecgonine extracted from urine for subsequent confirmation by gas chromatography-mass spectrometry. The compound was esterified with dimethylformamide-dipropylacetal (DMF-DPA) or dimethylformamide-diisopropylacetal (DMF-DIPA) to the corresponding propyl and isopropyl esters. The optimum reaction condition was found to be heating the reaction mixture in the presence of pyridine at 100°C for 30 min. The procedure is a one-step esterification followed by evaporation of excess reagents. When benzoylecgonine was extracted from urine using a solid-phase extraction technique and derivatized with this procedure, the compound was detected at a level as low as 10 ng/mL. Quantitation was linear over the concentration range 10–8000 ng/mL.

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Subjects: Medical Toxicology ; Toxicology (Non-medical)

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