Hydrochloric Acid → HCID 69997935, compound

Participants

Reaction Steps

vii)—A mixture of compound 8 (32.3 g), toluene (84 ml), ethanol (96%; 588 ml) and concentrated hydrochloric acid (84 ml) was heated under reflux for 3 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 brine, dried over sodium sulfate, and concentrated under reduced pressure. Column chromatography afforded a 3:1 mixture (17.4 g) of (3β,5α,20S)-4,4,20-trimethylpregna-8,14-diene-3,21-diol 3-benzoate (9) and (3β,5α,20S)-4,4,20-trimethylpregna-6,8(14)-diene-3,21-diol 3-benzoate. The mixture was used as such in the next step.

Provenance & Evidence