Extracurricular laboratory: Synthetic route of 2-(4-Fluorophenyl)ethanol

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7589-27-7, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 7589-27-7, 2-(4-Fluorophenyl)ethanol, 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, 7589-27-7, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 2-(4-Fluorophenyl)ethanol

To a stirred solution of 4-bromophenol (81.7 g, 472 mmol), 2-(4-fluorophenyl)ethanol (79 g, 567 mmol) and Ph3P (149 g, 567 mmol) in THF (100 mL) cooled in an ice-water bath was added drop wise DEAD (93 ml, 590 mmol) over 20 min. Note: The reaction is exothermic and efficient cooling is highly recommended before initiating large scale reaction. After 1 h, cold bath was removed and stirred overnight (17 h) at rt. Then, the reaction mixture was concentrated, the resulting residue triturated with hexanes, filtered and the filter cake washed with 10percent ether/hexanes (2-lit). The filtrate was concentrated and purified by flash chromatography (silica gel column 3 ” x 11 ” ) using 4-lit hexanes and 2-lit 2percent EtO Ac/Hex to afford 1 – bromo-4-(4-fluorophenethoxy)benzene (142 g, 469 mmol, 99 percent yield) as colorless liquid (contaminated with -2.5percent Ph3P by 1HNMR). 1H NMR (500MHz, CDC13) delta 7.41 – 7.36 (m, 2H), 7.28 – 7.22 (m, 2H), 7.05 – 6.99 (m, 2H), 6.82 – 6.76 (m, 2H), 4.14 (t, J=6.9 Hz, 2H), 3.08 (t, J=6.9 Hz, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7589-27-7, its application will become more common.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; KADOW, John F.; NAIDU, B. Narasimhulu; ROMINE, Jeffrey Lee; SIVAPRAKASAM, Prasanna; ST. LAURENT, Denis R.; (204 pag.)WO2017/25864; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts