Category: 52805-37-5

Adding a certain compound to certain chemical reactions, such as: 52805-37-5, name is 3-(Benzyloxy)-4-methoxybenzonitrile, belongs to nitriles-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 52805-37-5, Recommanded Product: 3-(Benzyloxy)-4-methoxybenzonitrile

A solution of 3-benzyloxy-4-methoxybenzonitrile 3 (0.81 g, 3.38 mmol) in glacial acetic acid (3.2 mL) was added dropwise to concentrated nitric acid (70 %, 8 mL) with cooling in ice-bath. Once the addition was complete, the reaction was stirred for a further 1 h, after which time the mixture was poured into water. The resulting precipitate was isolated by filtration and washed with water to afford the solid. The solid was dissolved in dichloromethane. The solution was washed with water, dried (Na2SO4), and evaporated to give a product 4 (0.70 g, 2.46 mmol) in 73% yield. 1H NMR (400 MHz, CDCl3, delta): 7.80 (s, 1H), 7.46-7.36 (m, 5H), 7.23 (s, 1H), 5.25 (s, 2H), 4.03 (s, 3H); 13C NMR (100.6 MHz, CDCl3, delta): 152.6, 152.4, 142.8, 134.3, 129.0, 128.9, 127.4, 117.0, 115.5, 108.1, 100.6, 71.7, 56.8; IR (KBr): 2223, 1567, 1529, 1340, 1295, 750, 696 cm-1; MS m/z: 285.0 (M+1, 25.4), 154.0 (100.0), 136.0 (85.6), 107.0 (39.6), 91.0 (67.3), 77.0 (47.9); HRMS-FAB (m/z): [M+1]+ calcd for C15H13N2O4, 285.0875; found, 285.0870.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(Benzyloxy)-4-methoxybenzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Yin, Kai-Hao; Hsieh, Yi-Han; Sulake, Rohidas S.; Wang, Su-Pei; Chao, Jui-I.; Chen, Chinpiao; Bioorganic and Medicinal Chemistry Letters; vol. 24; 22; (2014); p. 5247 – 5250;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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