Ethylene Glycol → HCID 21514762, compound

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Reaction Steps

A mixture of 11.21 g. (0.039 mole) of 4-cyano-4-(1-naphthyl)cyclohexanone, ethylene ketal (prepared in Example 23) and 12 g. of potassium hydroxide in 60 ml. of ethylene glycol is heated at reflux for about 16 hours. The resulting solution is allowed to cool, diluted with water and washed with ether. The aqueous layer is covered with ether and then cautiously acidified. The aqueous layer is extracted with two additional portions of ether and the extracts combined. The extracts are evaporated to dryness and the solid remaining is recrystallized from a mixture of ethyl acetate and cyclohexane to give 3.84 g. (31.5% yield) of 4-carboxy-4-(1-naphthyl)cyclohexanone, ethylene ketal, having a melting point of 174° to 177°C.

Provenance & Evidence