Potassium Hydroxide → HCID 19890147, compound

Participants

Reaction Steps

To a solution of the crude cyclooctanepropanoic acid, ethyl ester in ethanol (200 mL) was added KOH (20 g). The resulting mixture was heated to reflux for 1.25 h, cooled to room temperature, and concentrated to remove the bulk of the ethanol. To the residue was added water (250 mL) and the solution was washed with CH2Cl2 (2×200 mL, discarded). The aqueous solution was made acidic with concentrated HCl (30 mL), with ice added to keep the mixture near room temperature. The solution was extracted with CH2Cl2 (3×200 mL), and the extracts were washed with brine, dried over MgSO4, and concentrated to give crude cyclooctanepropanoic acid (11.45 g) as a colorless oil. An 0.72-g portion was evaporatively distilled to give 0.69 g of pure acid, bp 165° C./0.5 torr.

Provenance & Evidence