Methyl propiolate → HCID 53842172, compound

Participants

Reaction Steps

To a stirred solution of 0.13 ml (1.5 mmol) of methyl propiolate in 10 ml of dry methylene chloride (over 4 A molecular sieves) under a nitrogen atmosphere was added 0.954 g (3.5 mmol) of aluminum tribromide. Immediately thereafter was added 398 mg (1 mmol) of Z-pregna-5,17(20)-diene-1α,3β-diol diacetate dissolved in 10 ml dry methylene chloride. The orange-colored solution was stirred for 15 min. A 2-ml sample was quenched with 5 ml of 10% aqueous potassium sodium tartrate salts. Analysis of the organic phase showed 20% of 1α,3β-diacetyloxychola-5,16,22-trien-24-oic acid methyl ester had formed (GC analysis).

Provenance & Evidence