The synthetic route of 40400-15-5 has been constantly updated, and we look forward to future research findings.
Application of 40400-15-5, A common heterocyclic compound, 40400-15-5, name is 2-(2-Iodophenyl)acetonitrile, molecular formula is C8H6IN, its 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.
A solution of 2-(2-iodophenyl)acetonitrile (1.00 g, 4.1 1 mmol) in anhydrous THF (5 mL) under an atmosphere of nitrogen was treated with borane tetrahydrofuran complex solution (1.0 M in THF, 12.3 mL, 12.3 mmol). The mixture was stirred at reflux for 16 h, cooled to room temperature and excess borane reagent was quenched by the dropwise addition of water (until evolution of hydrogen ceased). MeOH (2.5 mL) and cone. H2S04 (0.5 mL) was added and the mixture was stirred for 1 h at r.t.. The mixture was concentrated in vacuo, water (-10 mL) was added and the aqueous was adjusted to pH -12 with aq. NaOH (2 M). The aqueous layer was extracted with EtOAc (3 * 30 mL), the organics were combined, washed with brine, dried (Na2S04) and the solvent removed in vacuo to give a colourless oil. Water (-20 mL) was added and the aqueous phase was adjusted to pH ~2 with aq. HCI (2 M). The aqueous layer was washed with DCM (3 chi 30 mL) and then adjusted to pH -12 with aq. NaOH (2 M). The aqueous layer was extracted with DCM (3 x 50 mL), the organics were combined, washed with brine, dried (Na2S04) and the solvent removed in vacuo to give the product as a colourless oil (0.869 g, 85% yield): 1H NMR (400 MHz, DMSO-d6) delta 7.81 (dd, J = 7.8, 1.2 Hz, 1H), 7.35 – 7.27 (m, 2H), 6.97 – 6.91 (m, 1H), 2.75 – 2.71 (m, 4H) exchangeable NH not observed; LCMS-B RT 2.77 min; m/z 248.0 [M+H]+.
The synthetic route of 40400-15-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; CTXT PTY LIMITED; MORROW, Benjamin Joseph; FOITZIK, Richard Charles; CAMERINO, Michelle Ang; LAGIAKOS, Helen Rachel; WALKER, Scott Raymond; BOZIKIS, Ylva Elisabet Bergman; STEVENSON, Graeme Irvine; CUZZUPE, Anthony Nicholas; STUPPLE, Paul Anthony; (313 pag.)WO2019/43139; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com