Sodium Iodide → 19-Iodononadecanoic acid

Beteiligte Stoffe

Reaktionsschritte

18-Nonadecenoic acid (100 mg, 0.34 mmol) was hydroborated with dicylohexylborane (0.7 mmol) at 0° C. The organoborane was iodinated with sodium aceate (0.7 mmol), sodium iodide (0.35 mmol), and chloramine-T (0.7 mmol). The product was isolated by column chromotography on silica gel (10% ethyl acetate:hexane):yield 129 mg (89%); m/e=424.5 (calcd 424.5); NMR (CDCl3) 1.2 δ (s, 30H, alkane), 2.1 (m, 4H, --CH2CO2H--CH2I), 3.0 (t, 2H, --CH2I), 11.9 (s, 1H, --CO2H).

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