A new, convenient method for the preparation of 4-[18F]fluorobenzyl halides

R. Iwata, C. Pascali, A. Bogni, G. Horvath, Z. Kovács, K. Yanai, T. Ido

Research output: Contribution to journalArticlepeer-review

39 Citations (Scopus)

Abstract

A convenient method suitable for automated preparation of 4- [18F]fluorobenzyl halides from no-carrier-added [18F]fluoride has been developed. 4-[18F]Fluorobenzaldehyde, synthesized from [18F]fluoride by aromatic nucleophilic substitution on 4-trimethylammoniumbenzaldehyde triflate, was first retained on a C18 cartridge and there efficiently reduced to 4-[18F]fluorobenzyl alcohol simply by flowing an aqueous solution of NaBH4. The conversion of 4-[18F]fluorobenzyl alcohol to 4- [18F]fluorobenzyl halide was investigated using PBr3, PI3, P2I4, Ph3PBr2 and Ph3PI2 in CH2Cl2. 4-[18F]Fluorobenzyl halides were purified by passing through a disposable silica cartridge. The conversion rapidly proceeded in radiochemical yields of nearly 90% at 40°C with P2I4 and almost quantitatively at room temperature with Ph3PBr2. With this last reagent 4-[18F]fluorobenzyl bromide was obtained in overall radiochemical yields of 50-60% within 30 min from EOB.

Original languageEnglish
Pages (from-to)87-92
Number of pages6
JournalApplied Radiation and Isotopes
Volume52
Issue number1
DOIs
Publication statusPublished - 2000 Jan

ASJC Scopus subject areas

  • Radiation

Fingerprint

Dive into the research topics of 'A new, convenient method for the preparation of 4-[<sup>18</sup>F]fluorobenzyl halides'. Together they form a unique fingerprint.

Cite this