Sodium Iodide → 2-(5-Cholesten-3beta-yloxy)ethyl iodide

Participants

Reaction Steps

A solution of 2-(5-cholesten-3β-yloxy)ethyl chloride (17 g, 38 mmol) and sodium iodide (8.5 g, 57 mmol) in 2-butanone (200 ml) is heated for 5 hours under reflux. The mixture is concentrated to a residue which is partitioned between chloroform and water. The organic layer is washed with sodium thiosulfate, water, dried and evaporated to dryness. Crystallization from ether-methanol affords 2-(5-cholesten-3β-yloxy)ethyl iodide (15.8 g, 77%), m.p. 86°-88°.

Provenance & Evidence