The origin of a common compound about Heptadecan-9-ol

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.

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

New downstream synthetic route of Heptadecan-9-ol

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 624-08-8, Heptadecan-9-ol.

Application of 624-08-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 624-08-8, name is Heptadecan-9-ol, molecular formula is C17H36O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

From 0 C in a round flask was added the p- toluenesulfonyl chloride (5.5g) and the mixture was stirred and then placed in methylene chloride (150mL). Put Then, hepta-decane-9-ol followed by the addition of (5g) and slowly diluted in methylene chloride (5mL), triethylamine (7mL) and triethylamine hydrochloride (3.71g), and the mixture was stirred for 90 minutes . MC and the organic layer with brineAnd then extracted to remove the remaining water over anhydrous magnesium sulfate, and after evaporation of the solvent was recrystallized from a MC and MeOH to give the Heptadecane-9-yl 4-methlybenzenesulfornate (compound f-4) as a white solid (yield: 64% ).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 624-08-8, Heptadecan-9-ol.

Reference:
Patent; Pusan National University Industry-Academic Cooperation Foundation; Hwang, Do Hun; Kim, Ji Hun; Kim, Hee Woon; Im, Jong Min; (52 pag.)KR101495152; (2015); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts