Sulfuric Acid → (E)-2-tridecen-4,7-diyn-1-ol

Participants

Reaction Steps

A solution of (E)-4-methyl-3,5-dioxa-7-octadecen-9,12-diyne(3.76 g) in acetone (60 mL) was treated with aqueous sulfuric acid (0.2 N, 6 mL) and left at room temperature for 3 hours. Half of the acetone was removed in vacuo and the residual solution was poured into water, extracted with ether and the combined extracts were dried (MgSO4), concentrated and purified by liquid chromatography (4:1 parts by volume hexane-ethyl acetate) to yield pure material (E)-2-tridecen-4,7-diyn-1-ol (2.5 g).

Provenance & Evidence