Adding a certain compound to certain chemical reactions, such as: 25574-11-2, 3-(4-Bromophenyl)propan-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Formula: C9H11BrO, blongs to alcohols-buliding-blocks compound. Formula: C9H11BrO
To a solution of 3-(4-bromophenyl)propan-l-ol (22.8 g, 106 mmol, 1 equiv.) in THF (1.06 L) at -78C was added w-BuLi (1.6 M, 358 mL, 573 mmol, 5.4 equiv.) dropwise. After stirring at -78C for 5 hours, the temperature was allowed to reach -50C and isobutylene oxide (47.1 mL, 530 mmol, 5 equiv.) was added dropwise. After stirring at -50C for 30 min, boron trifluoride etherate (101 mL, 796 mmol, 7.5 equiv.) was added dropwise. After stirring at -50C for lh30, the reaction was quenched with a 10% w/w solution of Na/K tartrates and the mixture was allowed to reach room temperature overnight. It was extracted three times with ether, the combined organic extracts were dried over sodium sulfate and the solvent was evaporated. Lighter impurities were removed by bulb-to-bulb distillation (100-120C, 10 mbar) to afford 3-[4-(2-hydroxy-2- methylpropyl)phenyl]propanol as an oil (11.5 g, 52 % yield) that solidified upon standing. 1H NMR: 1.22 (s, 6H), 1.44 (s, 2H), 1.85-1.92 (m, 2H), 2.65-2.73 (m, 2H), 2.73 (s, 2H),3.67 (t, / = 6.4, 2H), 7.12-7.14 (m, 4H). 13C NMR: 140.0 (s), 135.2 (s), 130.5 (d, 2C), 128.3 (d, 2C), 70.8 (s), 62.3 (t), 49.3 (t), 34.2 (t), 31.7 (t), 29.2 (q, 2C).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,25574-11-2, 3-(4-Bromophenyl)propan-1-ol, and friends who are interested can also refer to it.
Reference:
Patent; FIRMENICH SA; COULOMB, Julien; (28 pag.)WO2017/9175; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts