A new synthetic route of 4-(4-Methoxyphenyl)-1-butanol

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52244-70-9, its application will become more common.

Synthetic Route of 52244-70-9, 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 52244-70-9 as follows.

4-Methylphenylsulfonic acid 4-(4-methoxyphenyl)butyl ester (I). Pyridine (15 mL) was added dropwise to a cooled (0° C.) solution of 4-(4-methoxyphenyl)butanol (10.0 g, 0.055 mol) and p-toluenesulfonyl chloride (13.6 g, 0.072 mol) in dry chloroform (100 mL) under stirring. The reaction mixture was stirred overnight at room temperature. After this time, the reaction was quenched with 10percent HCl (300 mL) and extracted with chloroform. The organic fraction was washed with saturated NaHCO3, water and dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue purified by flash chromatography (eluent: hexane, ethyl acetate=15:1) to provide 12.9 g (66percent) of I as clear oil. 1H NMR (360 MHZ, CDCl3) delta1.61 (m, 4H), 2.44 (s, 3H), 2.52 (m, 2H), 3.78 (s, 3H), 4.05 (m, 2H), 6.77 (d, J=12.5 Hz, 2H), 7.05 (d, J=12.5 Hz, 2H), 7.34 (d, J=10.5 Hz, 2H), 7.78 (d, J=10.5 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,52244-70-9, its application will become more common.

Reference:
Patent; CYFI, INC.; US2003/195160; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts