Some common heterocyclic compound, 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, molecular formula is C20H23FN2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile
To a 100 mL three-necked flask equipped with a stirring blade and a thermometer were added racemic 4- [4- (dimethylamino) -1- (4′-fluorophenyl) -1-hydroxybutyl] -3- (hydroxymethyl ) -benzonitrile free form (3) 10 g (29.3 mmol),45 mL of 1-butanol (4.5 parts by volume based on 1 part by mass of the free form (3)),4.4 mL of chloroform (0.44 parts by volume based on 1 part by weight of the free form (3)) was added.The resulting mixture was heated to 60 C.,30 mL of 1-butanol (3.0 parts by volume based on 1 part by mass of the free form (3)),Acetic acid in 0.4 mL of a mixed solutionA solution of 4.5 g (11.7 mmol) of (+) – di- (p-toluoyl) tartaric acid was mixed,The free form (3) was tartarylated.After tartarylation,1-butanol 75 mL (tartrate (4)9.4 parts by volume based on 1 part by mass),While maintaining the solvent composition of 4.4 mL of chloroform (0.44 parts by volume based on 1 part by weight of tartrate (4)),Seed crystal 25 mg was added,The mixture was stirred at 60 C. for 1 hour,The precipitation of crystals was visually confirmed.After precipitation of crystals was confirmed,Cooling to 20 C at a cooling rate of 20 C / hr,Further aging was carried out at the same temperature for 3 hours to precipitate crystals.After aging, crystals precipitated by vacuum filtration were filtered off,By 1 mL of 1-butanol (1 part by volume based on 1 part by mass of the free form (3)),The filtered crystals were washed twice.The obtained white crystals were dried under reduced pressure at 40 C. for 12 hours,As white crystals(10.4 mmol) of tartaric acid salt (4) (yield: 38%Chemical purity 99.83%Impurity 1 0.002%,Impurity 2 0.015%,Optical purity 98.83%).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 103146-25-4, its application will become more common.