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- W2115125310 abstract "Unlabelled and labelled 4-fluoro- and 4-iodo-1-[1-(3-hydroxyphenyl)cyclohexyl]piperidines (3 and 4, respectively), derivatives of phencyclidine, were synthesized in 3-steps via nucleophilic displacement reaction of 1-[1-(3-hydroxyphenyl) cyclohexyl]-4-(methanesulfonyloxy)piperidine (8). The displacement reaction with 3 molar equivalents of Bu4N+I− gave 58% of 4 with no detectable methanesulfonate elimination. Reaction of a large excess of 8 with Na123I− under similar conditions gave up to 40% yield of [123I]8. In contrast reaction of 8 with 3 molar equivalents of unlabelled Bu4N+F− in refluxing acetonitrile yielded only 3.1% of 3 and 97% of elimination product. Similarly, reaction of a large excess of 8 with Bu4N+18F− at 80 °C in acetonitrile failed to yield detectable quantities of [18F]3. However, low (0-4%) yields of [18F]3 were obtained using 18F− in the presence of varying proportions of inorganic base and Krytofix in acetonitrile." @default.
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- W2115125310 date "1993-07-01" @default.
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- W2115125310 title "A comparison of the incorporation of 123I and 18F into 1-[1-(3-hydroxyphenyl) cyclohexyl]-4-(methanesulfonyloxy)piperidine by nucleophilic displacement with 123I− and 18F−" @default.
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- W2115125310 doi "https://doi.org/10.1002/jlcr.2580330703" @default.
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