Category: 501-00-8

Reference of 501-00-8, 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. 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-(3-fluorophenyl)acetonitrile (6.000 g, 44.398 mmol) and sodium hydride (2.344 g, 97.676 mmol) in N,N-dimethylformamide (200 mL) at 0 C to this mixture 1,3-dibromopropane (4.504 mL, 44.398 mmol) was added and after stirring at 50 C for 17 hours, the temperature was lowered to room temperature, and a saturated sodium bicarbonate aqueous solution (10 mL) was added to the reaction mixture at 0 C and stirred for 10 minutes to complete the reaction. The solvent was removed from the reaction mixture under reduced pressure, the obtained concentrate was poured into water and extracted with hexane. The organic layer was washed with a saturated aqueous sodium chloride solution, and water was removed with anhydrous magnesium sulfate, followed by filtration and concentration under reduced pressure. The concentrate was purified by column chromatography (SiO2, 40 g cartridge; ethyl acetate/hexane=0% to 10%) and concentrated to give the title compound (4.270 g, 54.9%) as a colorless oil.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-(3-Fluorophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chong Kun Dang Co., Ltd.; Kim, Yoon Tae; Lee, Chang Sik; Oh, Jung Taek; Song, Hey Sung; Choe, Jin; Lee, Jae Young; (210 pag.)KR2017/43091; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 501-00-8,Some common heterocyclic compound, 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, molecular formula is C8H6FN, 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.

[0245] To a solution of compound 1 (100 g, 0.74 mol) in dry DMF (1000 ml) was added 1,5-dibromopentane (170 g, 0.74 mol). NaH (65 g, 2.2 eq) was added dropwise while the reaction was cooled in an ice bath. The resulting mixture was vigorously stirred overnight at 50 C. The suspension was carefully quenched with ice water and extracted with ethyl acetate (3×500 ml). The combined organic layers were concentrated to afford the crude product, which was purified by flash column chromatography to give compound 2 as pale solid (100 g, 67%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(3-Fluorophenyl)acetonitrile, its application will become more common.

Reference:
Patent; Acetylon Pharmaceuticals, Inc.; Tamang, David Lee; Yang, Min; Jones, Simon S.; US2015/99744; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, 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 501-00-8, Quality Control of 2-(3-Fluorophenyl)acetonitrile

General procedure: To a solution of 11a-c (10 mmol) in anhydrous DMF (15 mL) was added appropriate aryl acetonitriles (12 mmol). After stirring at -10C for about 15 min, 60% NaH (0.48 g, 12 mmol) was added portion wise under a nitrogen atmosphere and maintained at this condition for 1 h. Then, the resulting mixture was warmed slowly to room temperature and continued to react for 12-24 h. After that, additional NaH (0.48 g, 12 mmol) was added and the air was introduced, the mixture was stirred at room temperature for another 12-24 h to yield 13a-q. Without further purification, 13a-q were hydrolyzed with 30% aqueous sodium hydroxide at room temperature for 4 h, and afterwards, the mixture was poured into 300 ml H2O and neutralized with 3N HCl. The precipitate was collected and purified by column chromatography on silica gel (hexane: EtOAc=8:1-1:1) to afford the target compounds 7a-q.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Wu, Hai-Qiu; Yan, Zi-Hong; Chen, Wen-Xue; He, Qiu-Qin; Chen, Fen-Er; De Clercq, Erik; Balzarini, Jan; Daelemans, Dirk; Pannecouque, Christophe; Bioorganic and Medicinal Chemistry; vol. 21; 21; (2013); p. 6477 – 6483;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, 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 501-00-8, Recommanded Product: 2-(3-Fluorophenyl)acetonitrile

Step A: Preparation of 4-(3-Fluorophenyl)-tetrahydro-2H-pyran-4-carbonitrile; [0561] Potassium tert-butoxide (5.48 g, 48.8 mmol) was added to a stirred solution of 2-(3-fluorophenyl)acetonitrile (2.58 mL, 22.2 mmol) in DMF (30 mL) at 00C under a nitrogen atmosphere. The mixture was stirred for 10 minutes at 00C before l-chloro-2-(2-chloroethoxy)ethane (2.86 mL, 24.4 mmol) was added dropwise via syringe. The reaction mixture was allowed to warm to room temperature and stirred for 6 hours. The reaction mixture was then cooled to 00C and quenched with 10% HCl. The aqueous mixture was extracted with EtOAc (2x). The combined organic layers were washed with brine, dried (MgSO4), and concentrated in vacuo to give the product as an orange oil (7.53 g)-

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; AMGEN INC.; WO2008/76427; (2008); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, 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 501-00-8, Formula: C8H6FN

General procedure: To a stirred solution of MeONa in MeOH (5%,1.5 mL) was added 3a (ca. 122 mg, 0.5 mmol, 1 eq), immediatelyfollowed by cyano derivative (1.1 eq) at room temperature. Thereaction mixture was heated under reflux for 1.5 h. After coolingfor 1 h in ice bath, the solid was filtered and washed with a minimumof cold MeOH. If not pure, crude product was purified by columnchromatography on silica gel with CH2Cl2/MeOH: 99:1?90:10 as eluent.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; N’Guessan, Jean-Paul Deto Ursul; Delaye, Pierre-Olivier; Penichon, Melanie; Charvet, Claude L.; Neveu, Cedric; Ouattara, Mahama; Enguehard-Gueiffier, Cecile; Gueiffier, Alain; Allouchi, Hassan; Bioorganic and Medicinal Chemistry; vol. 25; 24; (2017); p. 6695 – 6706;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, 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. Formula: C8H6FN

3-Fluorophenylacetonitrile (135 mg, 1 mmol),Benzyl alcohol (119 mg, 1.1 mmol), [Rh (cod) Cl] 2 (4.9 mg, 0.01 mmol, 1 mol%),Triphenylphosphine (26 mg, 0.1 mmol, 10 mol%),Potassium hydroxide (22 mg, 0.4 mmol, 40 mol%) were added successively to 10 ml of a microwave reaction tube.The mixture was reacted at 130 C for 2 hours and then cooled to room temperature. The solvent was removed by rotary evaporation and then the title compound was obtained by column chromatography (developing solvent: ethyl acetate / petroleum ether) in 89% yield.

The synthetic route of 2-(3-Fluorophenyl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing University of Science and Technology; Li, Feng; Lu, Lei; Wang, Nana; (15 pag.)CN105985256; (2016); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 501-00-8,Some common heterocyclic compound, 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, molecular formula is C8H6FN, 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 1 : Preparation of methyl 3-(3-bromo-5-fluorophenyl)-4-cyano-4-(3-fluoro- phenyl)butyrate [1-316]; At -78C and under argon, 248 mg of (3-fluorophenyl)acetonitrile were added dropwise to a solution of 238 mg of potassium tert-butoxide in 2 ml of THF, and a solution of 500 mg of methyl 3-(3-bromo-5-fluorophenyl)acrylate in 1 ml of THF was then added. After 1 h of stirring at -78C, 5 ml of CH2CI2 were added. After washing with 2N HCI, sat. NaHCO-3 solution and sat. NaCI solution, drying of the organic phase and removal of the solvent under reduced pressure, the residue was purified by preparative HPLC.This gave 215 mg of the title compound (erythro:threo ratio 1.9:1 ).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(3-Fluorophenyl)acetonitrile, its application will become more common.

Reference:
Patent; BASF SE; VESCOVI, Andrea; REINHARD, Robert; SIEVERNICH, Bernd; ZAGAR, Cyrill; KIBLER, Elmar; NIGGEWEG, Ricarda; KUeHN, Toralf; WITSCHEL, Matthias; MOBERG, William Karl; PARRA RAPADO, Liliana; QU, Tao; STELZER, Frank; KLOET, Andree van der; SEITZ, Thomas; EHRHARDT, Thomas; KREUZ, Klaus; GROssMANN, Klaus; MICHROWSKA-PIANOWSKA, Anna Aleksandra; SIMON, Anja; EVANS, Richard Roger; HUPE, Eike; REINHARD, Klaus; BERGTOLD, Matthias; KOLLE, Susanne Noreen Evelyn; TRESCH, Stefan; SONG, Dschun; MAJOR, Julia; HUTZLER, Johannes; NEWTON, Trevor William; WO2011/98417; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 501-00-8,Some common heterocyclic compound, 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, molecular formula is C8H6FN, 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.

Step A. 3-Fluoro-phenyl-piperidin-4-ylidene-acetonitrile.; To a mixture of 3-fluoro-phenyl-acetonitrile (3.2 g, 24 mmol) and 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (4.0 g, 20 mmol) in THF (100 mL) was added NaHMDS (1.0 M in THF, 24 mL). The mixture was stirred at rt for 16 h, then was diluted with MeOH (16 mL) and concentrated. The residue was diluted with TFA (40 mL) and stirred at rt for 16 h. The mixture was concentrated and the residue was diluted with satd. aq. NaHCO3 (160 mL) and extracted with EtOAc (3×80 mL). The combined organic layers were filtered and concentrated to provide the crude title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(3-Fluorophenyl)acetonitrile, its application will become more common.

Reference:
Patent; Bonaventure, Pascal; Carruthers, Nicholas I.; Chai, Wenying; Dvorak, Curt A.; Jablonowski, Jill A.; Rudolph, Dale A.; Seierstad, Mark; Shah, Chandravadan R.; Swanson, Devin M.; Wong, Victoria D.; US2007/100141; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, 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. Product Details of 501-00-8

A solution of 2-(3-fluorophenyl)acetonitrile (5.0 g, 37.0 mmol) and methyl iodide (5.06 mL, 81.4 mmol) in THF (100 mL) at 00C was added sodium bis(trimethylsilyl)amide, 1.0M solution in THF (81.4 mL, 81.4 mmol). After addition, the mixture was stirred at 00C for 45 minutes. Then, H2O (100 mL) and EtOAc (100 mL) were added and the mixture was stirred at room temperature for 15 minutes. The organic layer was collected and the aqueous was extracted with EtOAc (1 x 100 mL). The combined organic extracts were dried over MgSO4, concentrated, and dried in vacuo to give 2-(3-fluorophenyl)-2-methylpropanenitrile as orange oil which was used without purification.

The synthetic route of 2-(3-Fluorophenyl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2009/137404; (2009); 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. 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 501-00-8

General procedure: General: To a solution of phenylacetonitrile 1 (1.0 eq) in methyl formate (10 eq), THF was added. In anhydrous condition, solution of NaH (1.25 eq) in THF was added dropwise to the reaction mixture at 0 C and the resulting mixture was stirred at room temperature overnight. After the reaction, the mixture was quenched with H2O, and several drops of 1 N HCl were added until the pH of the solution is lowered to 4 to 5. Then the mixture was extracted with methylene chloride and dried with MgSO4. After filtration and evaporation, the resulting solution was concentrated under vacuum to give the product 2 as yellowish oil in 72%-100% yields.

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 501-00-8.

Reference:
Article; Kim, Youngjae; Kim, Jeeyeon; Kim, Sora; Ki, Yooran; Seo, Seon Hee; Tae, Jinsung; Ko, Min Kyung; Jang, Hyun-Seo; Lim, Eun Jeong; Song, Chiman; Cho, Yoonjeong; Koh, Hae-Young; Chong, Youhoon; Choo, Il Han; Keum, Gyochang; Min, Sun-Joon; Choo, Hyunah; European Journal of Medicinal Chemistry; vol. 85; (2014); p. 629 – 637;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts