Potassium Hydroxide → Colestolone

Participants

Reaction Steps

Then a stirred mixture of the precursor (6) in a protic solvent, preferably methanol, is treated with potassium carbonate and heated at reflux for 3 hours to give the desired product (3β,5α)-3-hydroxycholest-8(14)en-15-one (7). This conversion was based upon the procedures of E. J. Parish and G. J. Schroepfer and J. Org. Chem., 45, 4034-4037 (1980) and R. E. Dolle and L. Kruse, J. Org. Chem., 51, 4047-4053 (1986). Alternatively, the precursor (6) is treated with perchloric acid in n-propanol or ethanol at reflux or treated with potassium hydroxide or sodium hydroxide methanol at room temperature to give the desired product (7).

Provenance & Evidence