Citric Acid → 1,4-Dioxaspiro(4.5)decan-8-ol

Participants

Reaction Steps

To a solution of 1,4-cyclohexanedione monoethylene ketal (3.12 g, 20 mmol) in dioxane (25 mL) and ethanol (45 mL) was added NaBH4 (0.38 g, 10 mmol) and the resulting mixture was refluxed for 45 min. The mixture was then cooled to room temperature, acidified to pH 5 with 10% citric acid and extracted with ethyl acetate to afford crude 1-hydroxy-4-cyclohexanone ethylene ketal (2.8 g).

Provenance & Evidence