6-(5-Cholesten-3beta-yloxy)hexyl iodide → 6-Phthalimido-1-(5-cholesten-3beta-yloxy)hexane

Participants

Reaction Steps

A mixture of 6-(5-cholesten-3β-yloxy)hexyl iodide (1.0 g) and potassium phthalimide (1.0 g) in DMF (25 ml) is heated with stirring for 0.5 hours at 85°-90° C. (bath temperature). The mixture is filtered and the filtrate is evaporated in vacuo to a residue that is partitioned between chloroform and water. The organic layer is washed with aqueous sodium thiosulfate and water, dried, and evaporated to a syrup that crystallizes upon standing. Recrystallization from petroleum ether gives the title compound (0.92 g, 89%) mp 80° C.

Provenance & Evidence