Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks
A four-necked flask equipped with stirrer and thermometer was charged with 250.0 g of a solution of 50.0 g (0.146 mol) of ()-4- [4-dimethylamino-l- (4′-fluorophenyl)-l- hydroxybutyl] -3-hydroxymethylbenzonitrile in toluene, and the temperature thereof was controlled so as to be [40C.] Then, 11.5 g (0.146 mol) of pyridine, 33.2 g (0.291 mol) of vinyl butyrate, 17.8 g (0.146 mol) of benzoic acid, and 10.0 g of an immobilized enzyme (Novozym 435) was added into the above mixture. The reaction mixture was stirred at [40C] for 20 hours under a slight flow of nitrogen, and then stirring was stopped. The enzyme was filtrated from the reaction mixture with Kiriyama funnel, and washed with 108 g of toluene. As a result, a toluene layer containing [(S)-4- [4-DIMETHYLAMINO-1- (4′-FLUOROPHENYL)-1-HYDROXYBUTYL]-] 3-hydroxymethylbenzonitrile (22.0 g, 0.064 mol, yield: 44.0%, optical purity: 99.0% [EE),] benzoic acid salt was obtained. The combined toluene layer was washed three times with water (500 ml x 3) at [60C,] and an aqueous layer containing [(S)-4- [4-DIMETHYLAMINO-L- (4′-FLUOROPHENYL)-L-] hydroxybutyl]-3-hydroxymethylbenzonitrile (21.0 g, 0.0614 mol, extraction yield: 96%), benzoic acid salt was obtained.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; H. LUNDBECK A/S; WO2004/14821; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts