Category: 499983-13-0

Electric Literature of 499983-13-0,Some common heterocyclic compound, 499983-13-0, name is 4-Bromo-3-fluorophenylacetonitrile, molecular formula is C8H5BrFN, 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 3Preparation of 4-bromo-3-fluorophenylcyclopropanenitrile (V)A solution of 4-bromo-3-fluorophenylacetonitrile (1 g, 4.6 mmoles) in toluene (4 ml) is mixed with 0.6 ml (7 mmoles) of 1,2-dibromoethane, a 50% NaOH aqueous solution (4 ml), and tetrabutylammonium bromide (0.32 g, 1 mmoles). The mixture is kept under stirring at room temperature for 4 hours, then diluted with water and extracted with ethyl acetate. The organic phase is recovered, and the solvent is eliminated under vacuum to give a brown solid, which is subjected to silica gel chromatography purification, to afford an orange to yellow product in the solid form (1 g, yield 90%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-3-fluorophenylacetonitrile, its application will become more common.

Reference:
Patent; Chiesi Farmaceutici S.p.A.; US2011/39934; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 499983-13-0, name is 4-Bromo-3-fluorophenylacetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 499983-13-0

Step 6: Preparation of 1 -(4-bromo-3-fluorophenyl)cyclopropanecarbonitrile; To a room temperature solution of (4-bromo-3-fluorophenyl)acetonitrile from Step 5 (6.4 g) in a solution of 7.5 mL of sodium hydroxide (50% in water WAV) were added l-bromo-2-chloroethane (4.0 mL) and benzyltriethylammonium chloride (204 mg). The mixture was heated at 600C for 5 hours. The reaction mixture was cooled to room temperature and poured into water (100 mL). The aqueous phase was extracted with ethyl acetate (200 mL). The combined organic extracts were washed with water (100 mL), hydrogen chloride (100 mL, 10% HCl in water) and brine and then dried with magnesium sulfate and the solvent removed in vacuo. The residue was purified by swish using methyl t- butyl ether and hexanes to yield the title compound.1H NMR (CD3COCD3) delta 7.69-7.73 (1 H, m), 7.28 (1 H, d), 7.25 (1 H, d), 1.80-1.87 (2 H, m), 1.59-1.65 (2H, m).

According to the analysis of related databases, 499983-13-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2006/133559; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 499983-13-0, name is 4-Bromo-3-fluorophenylacetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Bromo-3-fluorophenylacetonitrile

General procedure: To a 5 mL Schlenk tube were added aryl / heteroaryl acetonitriles 1 (1.0 mmol, 1.0 equiv.), vinyl diphenylsulfonium triflate (434.4 mg, 1.2 mmol, 1.2 equiv.), and DMSO (5 mL). The mixture was stirred at room temperature for 2 min and to the mixture DBU (456 mg, 3 mmol, 3.0 equiv.) was added. The mixture was stirred for 12 hours at room temperature, and then to the mixture was added saturated ammonium chloride solution (25 mL). The resulting mixture was extracted with EtOAc (3 x 150 mL). The combined organic layers were washed with H2O (2 x 30 mL), dried with anhydrous sodium sulfate. After concentration, product 2 was purified using silica gel column chromatography using an appropriate eluent.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 499983-13-0.

Reference:
Article; Zhou, Mingwei; Hu, Yimin; En, Ke; Tan, Xuefei; Shen, Hong C.; Qian, Xuhong; Tetrahedron Letters; vol. 59; 14; (2018); p. 1443 – 1445;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 499983-13-0, name is 4-Bromo-3-fluorophenylacetonitrile, A new synthetic method of this compound is introduced below., Safety of 4-Bromo-3-fluorophenylacetonitrile

A solution of 2-(4-bromo-3-fluorophenyl)acetonitrile (0.78 g, 3.64 mmol) in H2SO4 (5 mL) and H20 (5 mL) was stirred at 100 C for 16 h. After LCMS analysis showed the starting material had disappeared, the mixture was dissolved in H20 (20 mL) and extracted by EA (20 mL). The organic layer was dried over Na2S04, filtered and concentrated to yield a white solid of 2-(4- bromo-3-fluorophenyl)acetic acid (0.7 g, 2.046 mmol, 56.1% yield): l NMR (400 MHz, CD3OD) 5 7.53 (t, J= 7.8 Hz, 1H), 7.16 (dd, J =9.8, 1.9 Hz, 1H), 7.02 (d, J= 8.0 Hz, 1H), 3.61 (s, 2H).

The synthetic route of 499983-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; EIDAM, Hilary Schenck; DEMARTINO, Michael P.; GONG, Zhen; GUAN, Amy Huiping; RAHA, Kaushik; WU, Chengde; YANG, Haiying; YU, Haiyu; ZHANG, Zhiliu; CHEUNG, Mui; WO2014/141187; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts