Category: 4640-67-9

Application of 4640-67-9, A common heterocyclic compound, 4640-67-9, name is 3-(4-Fluorophenyl)-3-oxopropanenitrile, molecular formula is C9H6FNO, 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.

General procedure: To a 0.5-2.0ml vial with 1 mmol ketone (1 eq) issolved in 2-pentanol (1.66 M) was added 1.1 eq of aromatic aldehyde and catalytic piperidine (0.08 eq), stirring vigorously. After heating under muWave for 15min at 120 C, the reaction was cooled to r.t. and precipitate was vacuum filtered and washed with minimal, cold hexanes. After drying under vacuum, solid was analyzed via NMR, IR, and mp.

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:
Article; Deshpande, Shyam J.; Leger, Paul R.; Sieck, Stephen R.; Tetrahedron Letters; vol. 53; 14; (2012); p. 1772 – 1775;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 4640-67-9, name is 3-(4-Fluorophenyl)-3-oxopropanenitrile, 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. Safety of 3-(4-Fluorophenyl)-3-oxopropanenitrile

400 g of phosphorus pentoxide 4000 g of mesyl acid Followed by stirring at 50 C for 3 hours. After cooling to 20-25 C, 118.5 g of cyclooctanone of Formula 2 and 153.3 g of 3-(4-fluorophenyl)-3-oxopropanenitrile of Formula 3 were added and stirred at 50 C for 12 hours. The reaction mixture was extracted with water and dichloromethane, and the organic layer was washed with brine, followed by adding anhydrous sodium sulfate and activated charcoal, followed by filtration and distillation. Recrystallization from ethyl acetate and hexane gave 95% yield 4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridin-2 (1H)-one

The synthetic route of 3-(4-Fluorophenyl)-3-oxopropanenitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kukjeon pharmaceutical.Co.,Ltd.; Hong, Jong Ho; Jo, Ir Hwan; Kim, Sung Han; Moon, Jong Taek; Kim, Eun Jung; Kim, Jae Young; (5 pag.)KR2016/49217; (2016); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 4640-67-9 as follows. COA of Formula: C9H6FNO

1f (48.9mg, 0.3mmol), 1,2-dichloroethane (DCE, 1mL), 2-methyl-4-phenyl-3-butyne-2-ol (2a , 72.1mg, 0.45mmol),Dichloro (pentamethylcyclopentadienyl) rhodium (III) dimer ([RhCp * Cl2] 2, 13.0mg, 0.021mmol) and CsOAc (57.6mg, 0.3mmol) will react in the air atmosphere The tube was sealed and the reaction was stirred at 100 C for 24 h. After the reaction, the reaction tube was cooled to room temperature, filtered with suction, and the mother liquor was mixed with silica gel and spin-dried, separated through a silica gel column (petroleum ether / ethyl acetate = 10/1) to obtain 3f (38.4 mg, 42%) as a yellow solid product.

According to the analysis of related databases, 4640-67-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Henan Normal University; Fan Xuesen; Song Xia; Zhang Xinying; (24 pag.)CN110746319; (2020); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 4640-67-9, name is 3-(4-Fluorophenyl)-3-oxopropanenitrile, molecular formula is C9H6FNO, 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. name: 3-(4-Fluorophenyl)-3-oxopropanenitrile

General procedure: Under argon atmosphere, the corresponding beta-ketonitrile 2(1 mmol), water (3 mL), the ruthenium(II) complex 1 (0.028 g,0.05 mmol; 5 mol%) and NaO2CH (1.360 g, 20 mmol) were introducedinto a Teflon-capped sealed tube, and the reaction mixturestirred at 100 C for 24e48 h. The solvent was then removed undervacuum and the resulting solid residue purified by flash columnchromatography over silica gel using, unless otherwise stated, amixture of MeOH/EtOAc (1:10) as eluent. Characterization data forthe isolated beta-hydroxyamides are as follows:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4640-67-9, its application will become more common.

Reference:
Article; Gonzalez-Fernandez, Rebeca; Crochet, Pascale; Cadierno, Victorio; Journal of Organometallic Chemistry; vol. 896; (2019); p. 90 – 101;,
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. 4640-67-9, name is 3-(4-Fluorophenyl)-3-oxopropanenitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3-(4-Fluorophenyl)-3-oxopropanenitrile

100 mL flask into a commercially available chemicals of p-fluorobenzoylacetonitrile(1) (3.2898 g, 20.16 mmol) was and suspensions put a polyphosphoric acid (20mL). This in acetone (2.4177 g, 41.63 mmol) was added and stirred for 30minutes at 80 to 90 C, and stirred for 30minutes from 140 to 150 C agitated at 30 minutes. Ice is poured into a beaker filled with a reactionliquid (100 ml), sodium carbonate powder is added carefully and neutralizedwith chloroform extracts 4 times, after drying with anhydrous sodium sulfate,distillation, solvent. Residue obtained from the recrystallization and ethylacetate, compd. 2a (2. 2037 g, 10. 84 mmol, 54%) is obtained.

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 4640-67-9.

Reference:
Patent; SHIONOGI & COMPANY LIMITED; SUZUKI, HIDEYUKI; (33 pag.)JP2016/700; (2016); A;,
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. 4640-67-9, name is 3-(4-Fluorophenyl)-3-oxopropanenitrile, A new synthetic method of this compound is introduced below., Quality Control of 3-(4-Fluorophenyl)-3-oxopropanenitrile

General procedure: 4.2.1. Method (A) A mixture of 3 (1.18 g, 5 mmol), beta-ketonitrile (5 mmol) and 4-anisaldehyde (0.68 g, 5 mmol) in acetic acid (20 ml) and in the presence of TEA (1 ml) was heated under reflux for 4 h. The reaction mixture was poured into crushed ice (20 ml) and the solid obtained was collected by filtration, washed with water (3 × 10 ml) and recrystallized from ethanol to give pure 4. 4.2.2. Method (B) The procedure was similar to that described in Method A except that the mixture was capped in closed vessels and irradiated in a microwave oven at 150 C for 15 min using Synthos 3000 (500 W). The reaction was worked and the solid obtained was recrystallized from ethanol to give 4.

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:
Article; El-Borai; Rizk; Abd-Aal; El-Deeb; European Journal of Medicinal Chemistry; vol. 48; (2012); p. 92 – 96;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 4640-67-9, A common heterocyclic compound, 4640-67-9, name is 3-(4-Fluorophenyl)-3-oxopropanenitrile, molecular formula is C9H6FNO, 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.

General procedure: To a 0.5-2.0ml vial with 1 mmol ketone (1 eq) issolved in 2-pentanol (1.66 M) was added 1.1 eq of aromatic aldehyde and catalytic piperidine (0.08 eq), stirring vigorously. After heating under muWave for 15min at 120 C, the reaction was cooled to r.t. and precipitate was vacuum filtered and washed with minimal, cold hexanes. After drying under vacuum, solid was analyzed via NMR, IR, and mp.

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:
Article; Deshpande, Shyam J.; Leger, Paul R.; Sieck, Stephen R.; Tetrahedron Letters; vol. 53; 14; (2012); p. 1772 – 1775;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 4640-67-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 4640-67-9 name is 3-(4-Fluorophenyl)-3-oxopropanenitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: Under argon atmosphere, the corresponding beta-ketonitrile 2(1 mmol), water (3 mL), the ruthenium(II) complex 1 (0.028 g,0.05 mmol; 5 mol%) and NaO2CH (1.360 g, 20 mmol) were introducedinto a Teflon-capped sealed tube, and the reaction mixturestirred at 100 C for 24e48 h. The solvent was then removed undervacuum and the resulting solid residue purified by flash columnchromatography over silica gel using, unless otherwise stated, amixture of MeOH/EtOAc (1:10) as eluent. Characterization data forthe isolated beta-hydroxyamides are as follows: 3-(4-Fluorophenyl)-3-hydroxypropanamide (4a) [7g]: Lightbrown solid. Mp 108e110 C. Yield: 0.135 g (74%). 1H NMR(DMSO-d6, 300 MHz): d 7.37 (dd, 2H, J 8.7 and 5.7 Hz), 7.30 (br,1H), 7.14 (dd, 2H, J 8.7 and 8.7 Hz), 6.84 (br, 1H), 5.43 (d, 1H,J 4.5 Hz), 4.95 (m, 1H), 2.46e2.29 (m, 2H) ppm. 13C{1H} NMR(DMSO-d6, 100 MHz): d 172.6, 161.6 (d, J 241.9 Hz), 142.0, 128.1(d, 2C, J 7.9 Hz), 115.1 (d, 2C, J 21.2 Hz), 69.5, 45.8 ppm. 19F{1H}NMR (CD3OD, 282 MHz): d117.5 (s) ppm.

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

Reference:
Article; Gonzalez-Fernandez, Rebeca; Crochet, Pascale; Cadierno, Victorio; Journal of Organometallic Chemistry; vol. 896; (2019); p. 90 – 101;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 4640-67-9, A common heterocyclic compound, 4640-67-9, name is 3-(4-Fluorophenyl)-3-oxopropanenitrile, molecular formula is C9H6FNO, 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.

General procedure: To a 10 mL of sealed vial was added benzoyl acetonitrile derivatives 1 (0.5 mmol), malononitrile (0.55 mmol), SeO2 (42.6mg, 0.38 mmol), benzoic acid (30.5 mg, 0.25 mmol), CH3CN (2 mL) and a magnetic stir bar. The reaction mixture was stirred at room temperature for 12 h. The reaction mixture was filtered, and the residue was extracted with dichloromethane (3 × 15 mL). The combined organic phases was washed with brine (45 mL), dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatograph on silica gel to afford the desired product.

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.

Related Products of 4640-67-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 4640-67-9, name is 3-(4-Fluorophenyl)-3-oxopropanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: LB medium supplemented with 30 mug/mL kanamycin was inoculated with a single colony of E. coli (containing the appropriate overexpressed gene) and shaken 15 h at 37 C. This preculture was diluted 1:100 into 30 mL of the same medium and shaken 2.5 h at 37 C with a stir rate of 220 rpm. Upon reaching an O.D.600 = 0.5 the cell culture was cooled to 20 C, and isopropylthio-beta-D-galactoside was added to a final concentration of 100 muM and shaken for 2 h. The beta-keto nitrile substrate was added to a final concentration of 2 mM using a concentrated acetonitrile solution. (Ethanol and methanol solutions were avoided due to an increase in alkylation). This reaction was allowed to shake at 220 rpm for 12 h. The reaction was then gently extracted with methylene chloride (2 mL) and analyzed by chiral GCMS.

The synthetic route of 3-(4-Fluorophenyl)-3-oxopropanenitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nowill, Randall W.; Patel, Trisha J.; Beasley, David L.; Alvarez, Jose A.; Jackson III, Elizah; Hizer, Todd J.; Ghiviriga, Ion; Mateer, Scott C.; Feske, Brent D.; Tetrahedron Letters; vol. 52; 19; (2011); p. 2440 – 2442;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts