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Synthesis of racemic [α-11C]amphetamine and [α-11C]phenethylamine from [11C]nitroalkanes

✍ Scribed by Karl-Olof Schoeps; Christer Halldin


Publisher
John Wiley and Sons
Year
1992
Tongue
French
Weight
391 KB
Volume
31
Category
Article
ISSN
0022-2135

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✦ Synopsis


Abstract

The synthesis of racemic [α‐^11^C]amphetamine and [α‐^11^C]‐phenethylamine from on‐line produced [^11^C]nitroethane and [^11^C]nitromethane, respectively, is described. The condensations of nocarrier‐added [^11^C]nitroalkanes with benzaldehyde to form [β‐^11^C]β‐nitrostyrenes were investigated under basic and acidic conditions. The [β‐^11^C]β‐nitrostyrenes were reduced with lithium aluminium hydride to produce the corresponding saturated amines. Purification was performed with semi‐preparative reversed‐phase HPLC using a Suplex pKb‐100 column. The total radiochemical yields were 7‐20% (from EOB and decaycorrected) and 24‐35% (based on [^11^C]nitroalkanes and decay‐corrected) with a total synthesis time of 40‐55 min. The specific radioactivity of [α‐^11^C]amphetamine and [α‐^11^C]phenethylamine at EOS was 200‐1000 Ci/mmol (7.4‐37 GBq/μmol) with a radiochemical purity >99%.


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