Abstract
AbstractA method to prepare [1‐11C]propyl iodide and [1‐11C]butyl iodide from [11C]carbon monoxide via a three step reaction sequence is presented. Palladium mediated formylation of ethene with [11C]carbon monoxide and hydrogen gave [1‐11C]propionaldehyde and [1‐11C]propionic acid. The carbonylation products were reduced and subsequently converted to [1‐11C]propyl iodide. Labelled propyl iodide was obtained in 58±4% decay corrected radiochemical yield and with a specific radioactivity of 270±33 GBq/µmol within 15 min from approximately 12 GBq of [11C]carbon monoxide. The position of the label was confirmed by 13C‐labelling and 13C‐NMR analysis. [1‐11C]Butyl iodide was obtained correspondingly from propene and approximately 8 GBq of [11C]carbon monoxide, in 34±2% decay corrected radiochemical yield and with a specific radioactivity of 146±20 GBq/µmol. The alkyl iodides were used in model reactions to synthesize [O‐propyl‐1‐11C]propyl and [O‐butyl‐1‐11C]butyl benzoate. Propyl and butyl analogues of etomidate, a β‐11‐hydroxylase inhibitor, were also synthesized. Copyright © 2006 John Wiley & Sons, Ltd.
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