4-Ethyl-l-octyn

Acetylenic compounds have been described for inhibition in acid solutionsTypical inhibitors include 2-butyne-l,4-diol, l-hexyne-3-ol and 4-ethyl-l-octyne-3-ol. 

Ethyl S,4-deaadienoate (1). A 300-mL, round-bottomed flask equipped with a reflux condenser is charged with 12.1 g (0.096 mol) of l-octyn-3-ol (Note 1), 100 g (0.616 mol) of triethyl orthoacetate (Note 2), and 0.24 g (3.2 mmol) of propionic acid. The solution is heated at 140-150°C in an oil bath. Every 2 hr, the ethanol produced is removed under reduced pressure with a rotary evaporator, and then 10 g (0.062 mol) of triethyl orthoacetate and 0.024 g (0.32 mmol) of propionic acid are added. The mixture is heated until the starting material is consumed (6-8 hr) (Note 3). Excess triethyl orthoacetate is removed under reduced pressure (Note 4). The residue is distilled under reduced pressure to give 15.4-17.2 g (82-91t) of 1 (Note 5) as a clean oil, bp 80-85°C (0.3 mm). 

Ramnath S. Iyer and Paul Helquist 1 ADDITION OF AN ETHYLCOPPER COMPLEX TO 1-OCTYNE E)-5-ETHYL-l,4-UNDECADIENE... 

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