Acetaldehyde → 1-Iodoethyl cyclohexanecarboxylate

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%.

1. temperaturecooling
2. additionAfter completion of the addition
3. stirringthe reaction mixture is stirred at 5° C. for 30 minutes
4. extractionthe mixture is extracted with 200 ml of n-hexane
5. washThe extract is successively washed with water
6. dry with materiala 5% aqueous sodium thiosulfate solution and a 5% aqueous sodium bicarbonate solution in that order and, then, dried over anhydrous magnesium sulfate
7. distillationThe solvent is distilled off under reduced pressure

ORD record

ord-8f75952eb5954a1ca14039ea66e17ba8

Source dataset

uspto-grants-1986_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04593115