[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]Br)=[CH:4][CH:3]=1.[I-:15].[Na+]>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][I:15])=[CH:4][CH:3]=16-(4-Chlorophenyl)hexyl iodide [VIa; Ar is 4-ClC6H4, R is H] was prepared from 17 g. of 6-(4-chlorophenyl)hexyl bromide (Preparation C12) and 10.2 g. of sodium iodide in 325 ml. of acetone, to give 21 g. of product as an oil.
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