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-Chlorobutyronitrile, other downstream synthetic routes, hurry up and to see.
Reference of 628-20-6, The chemical industry reduces the impact on the environment during synthesis 628-20-6, name is 4-Chlorobutyronitrile, I believe this compound will play a more active role in future production and life.
Boron trichloride -methyl sulfide complex (6.353 g, 35.43 mmol) was diluted with dichloroethane (70 mL) and cooled to 0 0C. Aniline (24, 3.000 g, 32.21 mmol) was added dropwise and the solution was allowed to stir at 0 0C for 10 min. 4-Chlorobutyronitrile (4.170 g, 40.27 mmol) was added, followed by aluminum chloride (4.724 g, 35.43 mmol), and the solution was allowed to gradually warm to room temperature. After 10 min, the reaction mixture was heated at reflux for 2.5 h. The solution was allowed to cool to room temperature, 10% aq HCl (70 mL) was added, and the reaction mixture was heated at reflux for 30 min. The reaction mixture was allowed to stir at room temperature for 24 h and the organic layer was separated. The aqueous layer was extracted with CH2Cl2 (3 x 50 mL). The combined organic layers were washed with sat NaCl (50 mL) and dried over sodium sulfate. Concentration provided a crude yellow-brown oil that was purified by flash column chromatography (SiO2), eluting with a gradient of hexanes to 50% EtOAc-hexanes. The solvent was evaporated and the resulting product was diluted with Et2O (50 mL) and treated with 3 M HCl in MeOH (10 mL) and allowed to stir at room temperature for 20 min. The salt was filtered and washed with Et2O (50 mL) to provide a white solid. The solid was dissolved in sat NaHCO3 (150 mL) and extracted with CHCl3 (3 x 50 mL). The combined organic layers were washed with sat NaCl (50 mL), dried over sodium sulfate, filtered, and concentrated to provide a yellow oil (2.022 g, 32%) that solidified upon standing: mp 51-55 0C. 1H NMR (300 MHz, CDCl3) delta 7.79 (dd, J= 8.5 Hz and 1.6 Hz, 1 H), 7.31-7.25 (m, 1 H), 6.70-6.65 (m, 2 H), 3.70 (t, J= 6.3 Hz, 2 H), 3.18 (t, J= 7.1 Hz, 2 H), 2.25 (pent, J = 6.9 Hz, 2 H).
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-Chlorobutyronitrile, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; PURDUE RESEARCH FOUNDATION; THE GOVERNMENT OF THE UNITED STATES OF AMERICA, as represented by THE SECRETARY OF THE DEPARTENT OF HEALTH & HUMAN SERVICES; WO2009/140467; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts