Hydrochloric Acid → HCID 13935263, compound

Participants

Reaction Conditions

Reaction Steps

3.12 g of (1S,5R,6R,7R)-6-[(E)-(3S,4S)-2-bromo-3-hydroxy-4-methyl-non-1-en-6-inyl]-7-benzoyloxy-2-oxa-bicyclo[3.3.0]octan-3-one was dissolved in 18 ml of reagent-grade methanol, mixed with 290 mg of finely powdered potassium carbonate and allowed to stir for 3 hours at 25° C. By adding a 50% hydrochloric acid, it was adjusted to pH 7 and concentrated by evaporation at 30° C. in a water jet vacuum. The residue was taken up in methylene chloride, filtered on magnesium sulfate and Celite, again concentrated by evaporation in a water jet vacuum and chromatographed under pressure on about 200 ml of fine silica gel by using a gradient of hexane/ethyl acetate. 2.00 g (82%) of the title compound was isolated as colorless oil.

Provenance & Evidence