With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.624-08-8, name is Heptadecan-9-ol, molecular formula is C17H36O, molecular weight is 256.4672, as common compound, the synthetic route is as follows.Computed Properties of C17H36O
9-Heptadecane p-Toluenesulfonate (3): p-toluenesulfonyl chloride (14.7 g, 77 mmol) in CH2Cl2 (60 mL) was added dropwise to a solution of heptadecan-9-ol (2) (18.00 g, 70 mmol) and triethylamine (Et3N) (24.4 mL, 181 mmol) in CH2Cl2 (90 mL) in a dry 250 mL flask. The mixture was stirred for 2 h, 250 mL of water was added, and the mixture was extracted three times with CH2Cl2 (3 * 150 mL). ;The organic phase was washed with water, dried (Na2SO4), and concentrated under reduced pressure. The crude product was purified by silica-gel flash chromatography (cyclohexane-ethyl acetate, 95-5 as eluent) to give 22.5 g of colorless oil, which crystallized as the title product (yield: 78%). 1H NMR (400 MHz, CDCl3): delta (ppm) 7.78 (d, J = 8.3 Hz, 2H), 7.31 (d, J = 8.0 Hz, 2H), 4.54 (p, J = 6.0 Hz, 1H), 2.43 (s, 3H), 1.55 (m, 4H), 1.21 (m, 24H), 0.88 (t, 6H). 13C NMR (101 MHz, CDCl3): delta (ppm) 144.38, 134.97, 129.74, 127.85, 84.78, 70.82, 34.26, 31.97, 29.48, 29.42, 29.28, 24.81, 22.78, 21.71, 14.23. FT-IR (ATR): nu = 2954, 2923, 2852, 1598, 1521, 1495, 1465, 1354, 1305, 1173, 1097, 1020, 895, 816, 766, 720, 662, 575, 554 cm-1.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,624-08-8, Heptadecan-9-ol, and friends who are interested can also refer to it.
Reference:
Article; Garbay; Muccioli; Pavlopoulou; Hanifa; Hadziioannou; Brochon; Cloutet; Polymer; vol. 119; (2017); p. 274 – 284;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts