Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 63478-76-2, name is 6-Heptyn-1-ol. A new synthetic method of this compound is introduced below., Quality Control of 6-Heptyn-1-ol
Following a reported procedure,9 hept-6-yn-1-ol (50) (5.00 g, 44.6 mmol, 1.00 equiv.) was dissolved intetrahydrofuran (150 mL) and the solution was cooled down at – 78 C. A cooled 2.5 M solution of nbutyllithiumin hexanes (nBuLi, 39.2 mL, 98.0 mmol, 2.20 equiv.) was added dropwise, followed by 4-(dimethylamino)pyridine (DMAP, 1.36 g, 11.1 mmol, 0.25 equiv.). After stirring for 1 hour at thistemperature, trimethylsilyl chloride (TMS-Cl, 20.4 mL, 156 mmol, 3.50 equiv.) was added dropwise. Themixture was then allowed to warm to room temperature. After 2 hours of stirring, the reaction wasquenched with a 1.0 N aqueous hydrochloric acid (50 mL) and vigorously stirred at room temperatureover 30 minutes. The mixture was then diluted with ethyl acetate (200 mL) and the layers wereseparated. The aqueous phase was extracted with additional portions of ethyl acetate (3 x 50 mL). Thecombined organic layers were collected, washed with a solution of saturated aqueous sodiumbicarbonate (100 mL), brine (50 mL), dried over magnesium sulfate, filtered and concentrated in vacuo.After purification by column chromatography (SiO2, Pentane:Ethyl acetate 4:1), 7-(trimethylsilyl)hept-6-yn-1-ol (51) (6.58 g, 35.7 mmol, 80% yield) was obtained as a colorless oil.
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Reference:
Article; Tessier, Romain; Ceballos, Javier; Guidotti, Nora; Simonet-Davin, Raphael; Fierz, Beat; Waser, Jerome; Chem; vol. 5; 8; (2019); p. 2243 – 2263;,
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