title: 4-[18F]fluoroarylalkylethers via an improved synthesis of n.c.a. 4-[18F]fluorophenol.
abstract: This paper describes the improved synthesis of n.c.a. 4- 18F]fluorophenol for the preparation of 18F-labeled alkylarylethers. Nucleophilic fluorination of substituted benzophenone derivatives yielded n.c.a. 4- 18F]fluoro-4'-substituted benzophenones with 80- 90% RCY, which were converted to benzoic acid phenylesters by treatment with peracetic acid. Strong electron-withdrawing substituents like nitro, cyano and trifluoromethyl favor a fluorophenyl-to-oxygen migration resulting in the formation of corresponding benzoic acid fluorophenylesters. N.c.a. 18F]fluorophenol is almost quantitatively formed after hydrolysis and can easily be converted with alkylhalides into n.c.a. 18F]fluoroarylalkylethers.
authors.affiliation: Institut für Nuklearchemie, Forschungszentrum Jülich GmbH, D-52425, Jülich, Germany.
authors.forename: Thomas
authors.initials: T
authors.lastname: Ludwig
authors.forename: Johannes
authors.initials: J
authors.lastname: Ermert
authors.forename: Heinz H
authors.initials: HH
authors.lastname: Coenen
mesh_terms: D000473:Alkanes / Q000138:chemical synthesis / Q000737:chemistry; D004987:Ethers / Q000138:chemical synthesis / Q000737:chemistry; D005462:Fluorine Radioisotopes / Q000737:chemistry; D010636:Phenols / Q000138:chemical synthesis*
chemical_list: D000473:Alkanes; D004987:Ethers; D005462:Fluorine Radioisotopes; D010636:Phenols; C106880:4-fluorophenol