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Synthesis of [1-11C]ethyl iodide from [11C]carbon monoxide and its application in alkylation reactions

✍ Scribed by Jonas Eriksson; Gunnar Antoni; Bengt Långström

Publisher
John Wiley and Sons
Year
2004
Tongue
French
Weight
113 KB
Volume
47
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

A method is presented for preparing [1‐^11^C]ethyl iodide from [^11^C]carbon monoxide. The method utilizes methyl iodide and [^11^C]carbon monoxide in a palladium‐mediated carbonylation reaction to form a mixture of [1‐^11^C]acetic acid and [1‐^11^C]methyl acetate. The acetates are reduced to [1‐^11^C]ethanol and subsequently converted to [1‐^11^C]ethyl iodide. The synthesis time was 20 min and the decay‐corrected radiochemical yield of [1‐^11^C]ethyl iodide was 55 ± 5%. The position of the label was confirmed by ^13^C‐labelling and ^13^C‐NMR analysis. [1‐^11^C]Ethyl iodide was used in two model reactions, an O‐alkylation and an N‐alkylation. Starting with approximately 2.5 GBq of [^11^C]carbon monoxide, the isolated decay‐corrected radiochemical yields for the ester and the amine derivatives were 45 ± 0.5% and 25 ± 2%, respectively, based on [^11^C]carbon monoxide. Starting with 10 GBq of [^11^C]carbon monoxide, 0.55 GBq of the labelled ester was isolated within 40 min with a specific radioactivity of 36 GBq/µmol. Copyright © 2004 John Wiley & Sons, Ltd.

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