Kim Dong Wook, Choe Yearn Seong, Chi Dae Yoon
Department of Chemistry, Inha University, 253 Yonghyundong Namgu, Inchon 402-751, South Korea.
Nucl Med Biol. 2003 May;30(4):345-50. doi: 10.1016/s0969-8051(03)00017-9.
[see text for equation] Nucleophilic [(18)F]fluorination of some halo- and mesyloxyalkanes to the corresponding [(18)F]fluoroalkanes with fluoride-18 obtained from an (18)O(p,n) [(18)F]F reaction, using an ionic liquid as a reaction medium, has been studied as a new method for fluorine-18 labeling. Of the various ionic liquids, 1-butyl-3-methylimidazolium triflate ([bmim][OTf]) in the presence of Cs(2)CO(3), gave the highest radiochemical yields. This method is rapid and particularly convenient because [(18)F]fluoride in H(2)O can be added directly to the reaction media, obviating the careful drying that is typically required for currently used radiofluorination methods. As a model reaction, [(18)F]fluorination of 2-(3-methanesulfonyloxypropoxy)naphthalene was found to provide the corresponding [(18)F]fluoro product in 93+/-1.2% (n=3) radiochemical yield, after reaction at 120 (o)C for 5-10 min under optimized conditions. Thus, we anticipate that this method will be very useful in the labeling of various molecules with [(18)F]fluoride in a convenient manner.
[见文本中的方程式] 研究了一些卤代烷和甲磺酰氧基烷烃与通过(^{18}O(p,n)^{18}F)反应得到的氟化物(^{18}F)进行亲核([^{18}F])氟化反应生成相应的([^{18}F])氟代烷烃的反应，该反应以离子液体作为反应介质，作为一种新的(^{18}F)标记方法。在各种离子液体中，1-丁基-3-甲基咪唑三氟甲磺酸盐（([bmim][OTf])）在碳酸铯存在下，给出了最高的放射化学产率。该方法快速且特别方便，因为水中的([^{18}F])氟化物可以直接添加到反应介质中，无需目前使用的放射性氟化方法通常所需的仔细干燥步骤。作为模型反应，发现在优化条件下于120℃反应5至10分钟后，2-(3-甲磺酰氧基丙氧基)萘的([^{18}F])氟化反应以93±1.2%（(n = 3)）的放射化学产率提供相应的([^{18}F])氟代产物。因此，我们预计该方法将非常有助于以方便的方式用([^{18}F])氟化物标记各种分子。
