Adding a certain compound to certain chemical reactions, such as: 27466-83-7, name is 4-Bromo-N-methylbenzamide, belongs to amides-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 27466-83-7, Computed Properties of C8H8BrNO
General procedure: To a dried screw-capped vial were added benzamide 2 (0.10mmol), ethyl acrylate 3 (0.15mmol), 1b (4.8mg, 0.01mmol), AgSbF6 (6.8mg, 0.02mmol), AgOAc (41.7mg, 0.25mmol), and 1,2-dichloroethane (1.0mL) under Ar atmosphere. The vial was capped and the mixture was heated at 60C for 13h with stirring. After the mixture was cooled to room temperature, saturated EDTA·2Na aqwas added following dilution with CH2Cl2. Organic layer was separated and aqueous layer was extracted with CH2Cl2 (×2). Combined organic layers were dried over Na2SO4. After filtration and evaporation, obtained crude mixture was purified by silica gel column chromatography (CH2Cl2/EtOAc) to give product3.4.1.1 _4.1.5 (E)-Ethyl 3-(5-bromo-2-(methylcarbamoyl)phenyl)acrylate (4e) A colorless solid; IR (KBr) nu 3079, 2975, 2935, 1719, 1642, 1561, 1316, 1190, 1032, 979, 862 cm-1; 1H NMR (CDCl3, 400 MHz) delta 1.32 (t, J=7.5 Hz, 3H), 3.00 (d, J=5.2 Hz, 3H), 4.23 (q, J=7.5 Hz, 2H), 5.88 (br s, 1H), 6.36 (d, J=16.0 Hz, 1H), 7.34 (d, J=8.6 Hz, 1H), 7.49 (d, J=8.6 Hz, 1H), 7.74 (s, 1H), 7.90 (d, J=16.0 Hz, 1H); 13C NMR (CDCl3, 100 MHz) delta 14.4, 27.1, 60.1, 122.1, 124.1, 124.7, 129.3, 130.1, 132.7, 134.9, 135.8, 140.5, 166.2, 168.5; HRMS (ESI): m/z calculated for [M+Na]+: 334.0049, found: 334.0050.
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Reference:
Article; Suzuki, Yudai; Sun, Bo; Yoshino, Tatsuhiko; Kanai, Motomu; Matsunaga, Shigeki; Tetrahedron; vol. 71; 26-27; (2015); p. 4552 – 4556;,
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