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ChemicalBook CAS DataBase List 1-Ethynyl-4-pentylbenzene

1-Ethynyl-4-pentylbenzene synthesis

4synthesis methods
-

Yield:79887-10-8 97%

Reaction Conditions:

with tetrabutyl ammonium fluoride in tetrahydrofuran at 20; for 1 h;

Steps:

4-Pentylphenylacetylene (5)
To a solution of 4 (900 mg, 3.68 mmol) in THF (6 mL) was added a solution of n-Bu4NF in THF (1.0 M, 0.37 mL). The resulting mixture was stirred at room temperature for 1 h. After evaporation of solvent, the residue was purified by column chromatography on silica gel eluted with hexane to give 5 (615 mg, 97% yield) as pale yellow oil. 1H NMR (CDCl3) δ 7.42 (d, J = 8.3 Hz,2H), 7.14 (d, J = 8.3 Hz, 2H), 3.04 (s, 1H), 2.61 (t, J = 7.8 Hz, 2H), 1.65-1.57 (m, 2H), 1.36-1.26 (m, 4H),0.90 (t, J = 6.6 Hz, 3H).

References:

Takaki, Yuta;Wakayama, Yutaka;Ishiguro, Yasushi;Hayakawa, Ryoma;Yamagishi, Masakazu;Okamoto, Toshihiro;Takeya, Jun;Yoza, Kenji;Kobayashi, Kenji [Chemistry Letters,2016,vol. 45,# 12,p. 1403 - 1405] Location in patent:supporting information

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