Hydrochloric Acid → HCID 86737034, compound

Participants

Reaction Steps

197 mg of (13E)-(5RS,6RS,9α,11α,15S)-5-bromo-6,9-epoxy-11,15-dihydroxyprost-13-enoic acid 5-hydroxypentyl ester (prepared as described in Example 3) and 0.66 ml of DBU were stirred for 3 hours at 50°-60° C. under a nitrogen atmosphere. The solution obtained was cooled to 0°-5° C., 3.3 ml of 1 N hydrochloric acid and 3.3 ml of a phosphate buffer with a pH of 6.86, cooled to 0°-5° C., were added and the mixture was extracted with diethyl ether. The extract was dried over magnesium sulphate and concentrated under reduced pressure. The residue was purified by column chromatography on "Florisil" (an activated magnesium silicate: "Florisil" is a registered Trade Mark of Florin Co.) using as eluent ethyl acetate containing 0.1% v/v of triethylamine to give 108 mg of the title compound having the following physical characteristics.

Provenance & Evidence