ChemicalBook CAS DataBase List 7-OCTYN-1-OL

7-OCTYN-1-OL synthesis

12synthesis methods

Product Name:7-OCTYN-1-OL
CAS Number:871-91-0
Molecular formula:C8H14O
Molecular Weight:126.2

20739-58-6 Synthesis

20739-58-6
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$40.00/5mL

871-91-0
156 suppliers
$30.00/1g

Yield:871-91-0 91%

Reaction Conditions:

with sodium hydride;Trimethylenediamine in hexane;mineral oil at 0 - 20; for 3 h;

Steps:

Alkyne-Zipper Reaction of 2-Octyn-1-ol (25) Using NaH
A dry hexane solution of 1,3-propanediamine (3.78 g,51.5 mmol, 6.5 eq.) was treated with commercial NaH(50 wt% in mineral oil, 1.98 g, 41.2 mmol, 5.2 eq.) at 60 °Cfor 10 min, and then the reaction mixture was treated with2-octyn-1-ol (25, 1.00 g, 7.92 mmol) at 0 °C to room temperaturefor 3 h. The reaction was then quenched by additionof methanol and water, and the reaction mixture wasextracted with chloroform. The organic layer was washedwith water and was dried over anhydrous Na2SO4powder,and then the organic solvent was evaporated in vacuo. Thecrude products were purified by column chromatography onsilica gel to obtain 7-octyn-1-ol (26, 1.22 g, 91% yield) [54]as pale yellow oil.

References:

Shimada, Kazuaki;Sugawara, Ayako;Korenaga, Toshinobu;Kawashima, Hideki [Lipids,2017,vol. 52,# 12,p. 1019 - 1032]

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