Abstract

ABOUT a year ago, we published a method whereby it was possible to carry out a practically quantitative addition of acetylene to irans-dehydro-androsterone1. We have in the meantime ascertained that the thereby easily obtained 17-ethinyl-3-trans, 17-dioxy-androstene-(5), [A], in glacial acetic acid in the presence of acetic anhydride and mercuric oxide together with the boro fluoride-ether catalyst2 readily adds on acetic acid to the triple bond and gives rise to 20-acetoxy-3-trans, 17-dioxy-pregnadiene-(5, 20), [B], m.p. 175–177° (corr.); CH-determinations agree with C23H34O4 The 3-monoacetate of [A] also adds on acetic acid with the formation of 3-trans, 20-diacetoxy-17-oxy-pregnadiene-(5,20), [C], m.p. 191–192° (corr.); CH-determinations agree with C25H36O5

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