Acetaldehyde → 1-Iodoethyl cyclohexanecarboxylate

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Reaction Steps

In 100 ml of acetonitrile is dissolved 15 g of sodium iodide and, then, 4.4 g of acetaldehyde is added to the solution. To the mixture is added dropwise 14.6 g of cyclohexanecarbonyl chloride while stirring under ice-cooling. After completion of the addition, the reaction mixture is stirred at 5° C. for 30 minutes, then poured into 200 ml of cold water and the mixture is extracted with 200 ml of n-hexane. The extract is successively washed with water, a 5% aqueous sodium thiosulfate solution and a 5% aqueous sodium bicarbonate solution in that order and, then, dried over anhydrous magnesium sulfate. The solvent is distilled off under reduced pressure to obtain 20 g of the titled compound (an oily product). Yield: 71%.

Provenance & Evidence