Application of 14722-40-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 14722-40-8 as follows.
Diol 22 (4.70 g, 19.2 mmol) was dissolved in cyclohexane (50 mL) and 48% HBr (2.4 mL, 21.2 mmol, 1.1 eq.) was added under vigorous stirring. The mixture was refluxed overnight. After cooling to r.t, saturated sodium bicarbonate solution (100 mL) was added and the phases were separated. The aqueous phase was extracted with dichloromethane (3 x 50 mL). The combined organic layers were dried over MgS04. After evaporation of the solvent the product was purified by column chromatography (silica gel, 27 chi 4 cm, cyclohexane/ethyl acetate, 4:1 ? 100% ethyl acetate) and isolated as a white solid. Yield: 3.39 g (58%). Traces of 1 ,15-dibromopentadecane were also found. 23 M.p.: 63-65 C 1H-NMR (300 MHz, CDCI3) delta [ppm]: 1 .26-1.44 (m, 23 H, 3-CH2 to 13-CH2, 1 -OH), 1 .55 (m, 2 H, 2-CH2), 1 .85 (m, 2 H, 14-CH2), 3.41 (t, 3JH,H = 6.9 Hz, 2 H, 15-CH2), 3.63 (t, 3JH,H = 6.6 HZ, 2 H, 1 -CH2). 13C-NMR (75 MHz, CDCI3) delta [ppm]: 25.9 (t, C-3), 28.3, 28.9, 29.6, 29.7, 29.8 (t, C-4 to C-13), 32.9 (t, C-14), 33.0 (t, C-2), 34.2 (t, C-15), 63.1 (t, C-1 ). Ref.: Synthesis according to C. Girlanda-Junges, F. Keyling-Bilger, G. Schmitt, B. Luu, Tetrahedron 1998, 54, 7735-7748.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14722-40-8, its application will become more common.
Reference:
Patent; WESTFAELISCHE WILHELMS-UNIVERSITAET MUENSTER; HAUFE, Guenter; LEVKAU, Bodo; SCHAEFERS, Michael; SCHILSON, Stefani Silke; KEUL, Petra; WO2013/26765; (2013); A1;,
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