Isopropenyl acetate → Cholesta-1,5,7-trien-3-ol

Participants

Reaction Steps

To a mixture of 38 g (0.1 mol) of cholesta-1,4,6-trien-3-one (I) and 34 g (0.2 mol) of paratoluenesulfonic acid were added 200 ml of butyl acetate and further 200 g (2 mol) of isopropenyl acetate, and the resulting mixture was heated under reflux for 5 hours. After completion of the reaction, the same treatment as in Example 1 was carried out to yield 25.2 g of cholesta-1,5,7-trien-3-ol (IV). The yield was 66%.

Provenance & Evidence