Isopropanol → 1-(1-Chloroethenyl)cyclohexanecarboxylic acid

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Reaction Steps

13 g of methyl 1-(1'-chlorovinyl)-cyclohexylcarboxylate were refluxed with 4 g of potassium hydroxide, 20 cm3 of isopropanol and 10 cm3 of water for 6 hours. A solid was obtained by evaporating off the alcohol and this solid was dissolved in water. The basic aqueous solution was washed with ether and then acidified with dilute hydrochloric acid. The expected 1-(1'-chlorovinyl)-1-cyclohexyl-carboxylic acid was extracted with ether. After evaporating off the solvent, the product was purified by recrystallisation from pentane and colourless crystals were obtained.

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