Adding a certain compound to certain chemical reactions, such as: 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, belongs to nitriles-buliding-blocks compound, 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 103146-25-4, SDS of cas: 103146-25-4
The hydrobromide salt of racemic 4-[4-(dimethylamino)-1-(4′-fluorophenyl)-1-hydroxy-butyl]-3-(hydroxymethyl)-benzonitrile (50 g) was placed into a round bottom flask. Ethyl acetate (125 mL) was added and the mixture was stirred at 25-35 C. Aqueous sodium carbonate solution (19 g in 125 mL water) was added and the mixture was stirred at about 25-35 C. for 20 minutes. The layers were separated. The aqueous layer was extracted with ethyl acetate (125 mL). The organic layers were combined and washed with water (125 mL) followed by 10% sodium chloride solution (125 mL). The organic layer was evaporated under reduced pressure. The obtained residue was mixed with isopropanol (250 mL) and the mixture was heated at 40-50 C. for 10 minutes. (-)-Di-p-toluoyltartaric acid (23.8 g) was added. The mixture was stirred at 40-50 C. for 5 hours. The formed solid was filtered and washed with isopropanol (40 mL). The filtrate was evaporated under reduced pressure. The residue was mixed with ethyl acetate (125 mL). Aqueous sodium carbonate solution (12.3 g in 125 mL water) was added and the mixture was stirred at 25-35 C. for 20 minutes. The layers were separated and the aqueous layer was extracted with ethyl acetate (125 mL). The organic layers were combined and washed with water (125 mL) followed by 10% sodium chloride solution (125 mL). The solvent was evaporated under reduced pressure and the residue was mixed with a solvent mixture containing 3% by volume methanol in ethyl acetate (400 mL). (+) Di-p-toluoyltartaric acid (15 g) was added and the mixture was stirred at 25-35 C. for 3 hours. The mixture was heated to reflux, maintained at that temperature for 2 hours, and was cooled to 25-35 C. The solid was filtered, washed with a solvent mixture containing 3% methanol in ethyl acetate (50 mL) and dried at 50 C. Yield 83.8% of single enantiomer, chiral purity 98.35%.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Bolugoddu, Vijaya Bhaskar; Elati, Chandrasekhar Ravi Ram; Cheemalapati, Sasi Kala Venkata Annapurna; Penumandla, Rajagopal; Christy, Arulnathan Prabakar; Vakamudi, Lakshmi Vara Prasad Sree Naga Venkata; US2010/249438; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts