Hydrochloric Acid → HCID 70166579, compound

Participants

Reaction Steps

xii)—A mixture of compound 12a (36.6 g), toluene (91 ml), ethanol (622 ml; 96%) and concentrated hydrochloric acid (91 ml) was heated under reflux for 4 h. The mixture was cooled and poured into a saturated aqueous solution of sodium hydrogen carbonate (1 l). The product was extracted into ethyl acetate, the combined organic phases were washed with a saturated aqueous solution of sodium hydrogen carbonate and with brine, dried over sodium sulfate, and concentrated under reduced pressure. Column chromatography and crystallization afforded (3β,5α,20S)-4,4-dimethylpregna-8,14-diene-3,20-diol 3-benzoate (compound 13a; 7.89 g) and (3β,5α,20S)-4,4-dimethylpregna-6,8(14)-diene-3,20-diol 3-benzoate (3.69 g).

Provenance & Evidence