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. 41963-20-6, name is 4-Bromo-3-methylbenzonitrile, A new synthetic method of this compound is introduced below., Safety of 4-Bromo-3-methylbenzonitrile
(E)-methyl 3-(4-cyano-2-methylphenyl)acrylateTo a solution of 4-bromo-3-methylbenzonitrile (0.784 g, 4 mmol) in DMF (20 ml_) was added methyl acrylate (1.812 ml_, 20.00 mmol), DIPEA (1.747 ml_, 10.00 mmol), Pd(OAc)2(0.090 g, 0.400 mmol) and tri-o-tolylphosphine (0.243 g, 0.800 mmol). The reaction mixture was then heated with microwave irradiation at 150 C under N2atmosphere for 1 h. The reaction mixture was evaporated under vacuum to remove remaining methyl acrylate, then diluted with H20 (20 ml_), extracted with EtOAc (3 x 40 ml_). The combined organic layer was washed with brine (50 ml_), dried over MgS04, filtered, evaporated down under vacuum, and purified by flash chromatography to afford desired product (E)-methyl 3-(4-cyano-2-methylphenyl)acrylate (0.8815 g, 4.38 mmol, 110 % yield). H-NMR (400 MHz, CHLOROFORM-d) delta ppm 2.47 (s, 3 H) 3.84 (s, 3 H) 6.43 (d, J=15.81 Hz, 1 H) 7.47 – 7.55 (m, 2 H) 7.61 (d, J=8.53 Hz, 1 H) 7.92 (d, J=15.81 Hz, 1 H).
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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; BOEHM, Jeffrey Charles; DAVIES, Thomas Glanmor; WOOLFORD, Alison Jo-anne; GRIFFITHS-JONES, Charlotte Mary; WILLEMS, Hendrika Maria Gerarda; NORTON, David; SAXTY, Gordon; HEIGHTMAN, Thomas Daniel; LI, Tindy; KERNS, Jeffrey K.; DAVIS, Roderick S.; YAN, Hongxing; WO2015/92713; (2015); A1;,
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