Chakraborty P K, Kilbourn M R
Department of Internal Medicine, University of Michigan, Ann Arbor 48109.
Int J Rad Appl Instrum A. 1991;42(7):673-81. doi: 10.1016/0883-2889(91)90039-4.
The synthesis of 4-[18F]fluoroguaiacol (4-[18F]fluoro-2-methoxyphenol) has been achieved in no-carrier-added form starting from 2-methoxy-4-nitrobenzaldehyde, using nucleophilic aromatic substitution by [18F]fluoride followed by Baeyer-Villiger oxidation of the benzaldehyde to the phenol. Demethylation with boron tribromide gave 4-[18F]fluorocatechol (1,2-dihydroxy-4-[18F]fluorobenzene) with an overall yield of 18-28% (EOB) in less than 2 h synthesis time. The fluorine-18 labeled intermediates and products were identical to standards of 4-fluoroguaiacol and 4-fluorocatechol prepared by the same methods. This represents a new approach to the synthesis of fluorinated phenols in fluorine-19 and fluorine-18 forms.
4-[18F]氟代愈创木酚（4-[18F]氟-2-甲氧基苯酚）的合成是以无载体添加的形式实现的，从2-甲氧基-4-硝基苯甲醛开始，通过[18F]氟化物进行亲核芳香取代，随后将苯甲醛进行拜耳-维利格氧化生成苯酚。用三溴化硼脱甲基得到4-[18F]氟代儿茶酚（1,2-二羟基-4-[18F]氟苯），在不到2小时的合成时间内总产率为18-28%（校正后）。氟-18标记的中间体和产物与通过相同方法制备的4-氟代愈创木酚和4-氟代儿茶酚标准品相同。这代表了一种合成氟-19和氟-18形式的氟化苯酚的新方法。
