9/24/21 News Extracurricular laboratory: Synthetic route of 4541-14-4

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4541-14-4, its application will become more common.

Reference of 4541-14-4, 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. 4541-14-4, name is 4-(Benzyloxy)butan-1-ol. A new synthetic method of this compound is introduced below.

4-Benzyloxy-butan-1-ol (5.0 g), potassium bromide (0.66 g), and 2,2,6,6-tetramethylpiperidine 1-oxyl free radical (43.1 mg) were mixed in toluene (15 mL), ethyl acetate (15 mL), and water (3 mL). To the reaction solution were added dropwise a mixed solution of potassium hydrogen carbonate (5.55 g) in water (15 mL) and then 15 w/w/o aqueous sodium hypochlorite solution (16.5 mL) under ice cooling. The reaction solution was stirred under ice cooling for 1.5 hours. To the reaction solution was added 15 w/w % aqueous sodium hypochlorite solution (4 mL), and the reaction solution was stirred for additional 2 hours. The reaction solution was extracted with toluene. The organic layer was washed sequentially with water, a mixed solution of potassium iodide (73 mg) in 1M hydrochloric acid (5 mL), a mixed solution of sodium thiosulfate (2.3 g) and potassium carbonate (4.02 g) in water (8.3 mL), and aqueous saturated sodium chloride solution, and dried over magnesium sulfate. After removing magnesium sulfate on a filter, the filtrate was concentrated under reduced pressure to give the titled compound (4.08 g) as a crude product. (0850) 1H-NMR (400 MHz, CDCl3) 1.91-1.99 (m, 2H), 2.55 (td, J=7.05, 1.62 Hz, 2H), 3.51 (t, J=6.13 Hz, 2H), 4.49 (s, 2H), 7.15-7.37 (m, 5H), 9.79 (t, J=1.62 Hz, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4541-14-4, its application will become more common.

Reference:
Patent; JAPAN TOBACCO INC.; YOKOTA, Masahiro; IKENOGAMI, Taku; WATANABE, Eiichi; SEKI, Noriyoshi; SAKAI, Takayuki; FUJIOKA, Shingo; SHIOZAKI, Makoto; SUWA, Katsunori; OGOSHI, Yosuke; NOGUCHI, Masato; MAEDA, Katsuya; (228 pag.)US2016/194290; (2016); A1;,
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