Application of 52805-37-5, A common heterocyclic compound, 52805-37-5, name is 3-(Benzyloxy)-4-methoxybenzonitrile, molecular formula is C15H13NO2, 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.
Example 11Preparation of 5-(benzyloxy)-4-m ethoxy-2-n itrobenzonitri le (IV)[0042] Under N2 (g), HNO3 (65%, 84 mL) was cooled to 0-5C. To a solution of 3-(benzyloxy)-4-methoxybenzonitrile (III, 14.0 g, 58.6 mmol, 1.0 eq.) in acetic acid (33.6 mL, 2.4 P) was added dropwise at 0-10C and after the addition the temperature was allowed to warm to 20-25 C. After the reaction completion, ice-water (150 mL, 10.7 P) was added to the mixture. The mixture was filtered, washed with water (30 mL x2) and dried in vacuo at 50C to give desired 5-(benzyloxy)-4-methoxy-2-nitrobenzonitrile (IV, 13.5 g) in 85% yield.1H NMR (400 MHz, CDCI3) O 7.80 (5, 1 H), 7.43-7.37 (m, 5H), 7.24(s, 1 H), 5.25(s, 2H),4.03 (5, 3H).l3 NMR (100MHz, CDCI3) O 152.70, 152.50, 142.91, 134.45, 129.00 (2C), 128.88,127.47 (2C), 117.13, 115.50, 108.17, 100.65, 56.85.
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; SCINOPHARM (CHANGSHU) PHARMACEUTICALS, LTD.; ZHANG, Xiaoheng; LV, Xizhou; WO2015/188318; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts