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Kostochka, L. M.; Romanycheva, N. A.; Мирзоян, Рубен Симонович; Ганьшина, Тамара Сергеевна

doi:10.1023/a:1005275208826

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(2 citation statements)

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“…[15] Esterification with 4-fluorobenzoyl chloride in the presence of triethylamine in refluxing toluene, formation of the hydrochloride salt and recrystallization afforded 3b-FBT in 45% yield. [16] 3a-(4-Fluorobenzoyloxy)tropane (3a-FBT) was similarly prepared from the commercially available tropine but the yield was found to be much lower yield (17%) which was probably due to steric effects. Both compounds were obtained as colourless crystals which were noted to partially sublime on heating.…”

Section: Resultsmentioning

confidence: 99%

“…Pseudotropine, the starting material for 3β‐(4‐fluorobenzoyloxy)tropane (3β‐FBT), was prepared by the reduction of tropinone with sodium/2‐butanol . Esterification with 4‐fluorobenzoyl chloride in the presence of triethylamine in refluxing toluene, formation of the hydrochloride salt and recrystallization afforded 3β‐FBT in 45% yield . 3α‐(4‐Fluorobenzoyloxy)tropane (3α‐FBT) was similarly prepared from the commercially available tropine but the yield was found to be much lower yield (17%) which was probably due to steric effects.…”

Section: Resultsmentioning

confidence: 99%

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The syntheses and characterization 3β‐(4‐fluorobenzoyloxy)tropane (fluorotropacocaine) and its 3α isomer

Kavanagh

Angelov

O’Brien

et al. 2011

Drug Testing and Analysis

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3β-(4-Fluorobenzoyloxy)tropane (3β-FBT, fluorotropacocaine) was first reported by Finnish authorities to the European Monitoring Centre for Drugs and Drug Addiction (EMCDDA) via the Early Warning System (EWS) in 2008 and our own laboratory tentatively identified it in 2010 in several products purchased from head shops. Very little is known about this cocaine-like drug and, as no reference standards were available, we have synthesized and characterized both 3β-FBT and its 3α isomer for use as reference standards. The two compounds are separable by gas chromatography (GC) but their electron-impact (EI) mass spectra were found to be almost identical. ¹⁹F NMR spectroscopy was also found to be a useful technique for distinguishing the two isomers.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%