Category: 2338-75-2

Reference of 2338-75-2,Some common heterocyclic compound, 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, molecular formula is C9H6F3N, 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.

To 50 mL of anhydrous ethnol was added NaOH (160 mg,4 mmol), 2-formyl pyrrole (380.4 mg, 4 mmol) and 4-trifluoromethyl benzyl cyanide (624 muL, 4 mmol). The reaction was heated to reflux with stirring for 3 h. After cooled to room temperature, the reaction solution was evaporated in vacuum. The residue was purified by silica gel column (hexane:ethyl actate = 40: 1) to give 10b as yellow solid ( 596 mg, 56.9%). 1H NMR (400MHz, CDCl3), delta 9.82 (s, 1H), 7.70-7.65 (m, 4H), 7.48 (s, 1H), 7.12-7.11 (dd, J = 4.0, 2.7Hz, 1H), 6.77-6.76 (m, 1H), 6.40-6.37 (dt, J = 3.7, 2.5 Hz, 1H).

The synthetic route of 2338-75-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Ji-An; Zhang, Zhen-Yu; Gao, Jie; Tan, Jia-Hui; Gu, Xian-Feng; Tetrahedron Letters; (2019);,
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. 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, A new synthetic method of this compound is introduced below., Quality Control of 4-(Trifluoromethyl)phenylacetonitrile

To a solution of 4-trifluoromethyl phenylacetonitrile (40 g, 215 mmol) in 2N NH3/MeOH (400 mL) was added Raney Ni (4.0 g). The reaction mixture was placed in a par-shaker and shook under 50 Lb pressure overnight. The solution was filtered through celite and concentrated in vacuo to yield the desired amine (38 g, 95%). ESI-MS calc. For C9H10F3N: 189; Found: 190 (M+M).

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; Goble, Stephen D.; Yang, Lihu; Zhou, Changyou; Kothandaraman, Shankaran; Guiadeen, Deodialsingh; Butora, Gabor; Pastemak, Alexander; Mills, Sander G.; US2007/117797; (2007); A1;,
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. 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, A new synthetic method of this compound is introduced below., Formula: C9H6F3N

To a solution of 4- trifluoromethyl phenylacetonitrile (40 g, 215 mmol) in 2N NH3/MeOH (400 mL) was added Raney Ni ((at)4.0 g). The reaction mixture was placed in a par-shaker and shook under 50 Lb pressure overnight. The solution was filtered through celite and concentrated in vacuo to yield the desired amine (38 g, 95%). ESI-MS calc. For C9H10F3N: 189; Found: 190 (M+H).

The synthetic route of 2338-75-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2005/110409; (2005); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 2338-75-2, These common heterocyclic compound, 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, 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.

A solution of Intermediate 6a (2.0 g, 10.8 mmol) and carbon disulfide (0.71 mL, 11.8 mmol) in tetrahydrofuran (30 mL) is added dropwise to an ice cold solution of sodium hydride (950 mg of 60 % suspension in oil, 24 mmol) in tetrahydrofuran and stirred at room temperature for 3 hours. The mixture is cooled to 0 C, then methyl iodide (1.5 mL, 24 mmol) is added dropwise and stirred at room temperature for 12 hours. The mixture is poured into water andextracted with dichloromethane (2 x). The organic layers are combined, washed with brine, dried over MgSO4, filtered, concentrated and the crude material is purified by flash chromatography (hexanes/ethyl acetate gradient) to afford 3,3-bis(methylthio)-2-(4-(trifluoromethyl) phenyl)acrylonitrile I-14a.

The synthetic route of 2338-75-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Azimioara, Mihai; Alper, Phil; Cow, Christopher; Mutnick, Daniel; Nikulin, Victor; Lelais, Gerald; Mecom, John; McNeill, Matthew; Michellys, Pierre-Yves; Wang, Zhiliang; Reding, Esther; Paliotti, Michael; Li, Jing; Bao, Dingjiu; Zoll, Jocelyn; Kim, Young; Zimmerman, Matthew; Groessl, Todd; Tuntland, Tove; Joseph, Sean B.; McNamara, Peter; Seidel, H. Martin; Epple, Robert; Bioorganic and Medicinal Chemistry Letters; vol. 24; 23; (2014); p. 5478 – 5483;,
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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. 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H6F3N

To a suspension of NaH (8.18 g, 135.13 mmol, 60%) in dimethyl sulfoxide (100 mL) were added dropwise a mixture of (4-trifluoromethyl-phenyl)-acetonitrile (236) (25 g, 135.13 mmol) and 1,4-dibromobutane (16 mL, 135.13 mmol) dissolved in dimethyl sulfoxide:ether (1:1) (300 mL) at 0 C. and the reaction mixture was stirred at this temperature for 2 h. After completion of the reaction, water (100 mL) and 10% HCl solution (50 mL) were added to the mixture and extracted with ethyl acetate (2¡Á400 ml). The organic layer was dried over Na2SO4, concentrated and purified by 100-200 silica column chromatography using hexane as the eluent to give 1-(4-trifluoromethyl-phenyl)-cyclopentanecarbonitrile (237) (21 g, 65%) as a colorless liquid. [0908] GC-MS: 239 (M/H).

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 2338-75-2.

Reference:
Patent; Wolkerstorfer, Andrea; Szolar, Oliver; Handler, Norbert; Buschmann, Helmut; Cusack, Stephen; Smith, Mark; So, Sung-Sau; Hawley, Ronald Charles; Sidduri, Achyutharao; Zhang, Zhuming; US2014/194431; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, 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. HPLC of Formula: C9H6F3N

In a first Schlenk vessel 2,5-difluoro-1,4-benzenedicarbaldehyde 1 (680 mg, 0.40 mmol) and (4-trifluoromethyl)phenylacetonitrile 2 (1.48 g, 0.80 mmol) were taken in absolute ethanol (50 mL). In a second Schlenk vessel, sodium ethoxide (0.400 g, 5.76 mmol) and freshly distilled dry pyridine (4.96 mmol, 0.40 mL) were taken in absolute ethanol (50 mL). Under protection from air, the two solutions were mixed and heated to reflux for 3 h.;Then, pyridine and volatiles were removed under reduced pressure. Under protection from air, the residue was repeatedly extracted with small portions (15 mL) of dichloromethane. The organic layer was washed with water, dried over anhydrous MgSO4, and then, filtered through a syringe filter. The extract was evaporated under reduced pressure to leave the residue affording 2,5-difluoro-1,4-phenylene-3,3′-bis{2-[(4-trifluoromethyl)phenyl]acrylonitrile} 3 in 90% yield. Pale-green solid, M.p: 259-261 C; 1H NMR (400 MHz, CDCl3) 7.76 (d, phenyl, 4 H, J = 8.2 Hz), 7.83 (s, 2 H, ethenyl-H), 7.85 (d, 4 H, phenyl, J = 8.2 Hz), 8.21 (t, 2H, phenyl, J = 8.4 Hz). EI-MS (MH+): 503. Elemental analysis calculated for C26H12F8N2: C, 61.91%; H, 2.40%; N, 5.55%. Found: C, 61.80%; H, 2.55%; N, 5.64%.

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

Reference:
Article; Moriguchi, Tetsuji; Kitou, Naoya; Jalli, Venkataprasad; Yoza, Kenji; Nagamatsu, Shuichi; Okauchi, Tatsuo; Tsuge, Akihiko; Takashima, Wataru; Journal of Molecular Structure; vol. 1118; (2016); p. 372 – 377;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 2338-75-2,Some common heterocyclic compound, 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, molecular formula is C9H6F3N, 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 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.

The synthetic route of 2338-75-2 has been constantly updated, and we look forward to future research findings.

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, 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, 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. name: 4-(Trifluoromethyl)phenylacetonitrile

General procedure: A solution of aryl acetonitrile 2 (50 mg), and triethylamine (1.1 equiv.) in dimethylformamide dimethyl acetal (0.5 mL, 3.76 mmol) was heated in a microwave reactor at 120 C for 20 minutes. The mixture was cooled to RT, and solvents were then evaporated. To the resulting crude product 3 was added hydrazine mono-hydrobromide (3.0 equiv.), 200 proof EtOH (1.0 mL), and H2O (0.3 mL). The mixture was heated in a microwave reactor at 120 C for 20 minutes. The mixture was cooled to RT and concentrated in vacuo. The resulting residue was subjected to liquid-liquid extraction using saturated NaHCO3 (aq) and CH2Cl2. The organic layer was collected, dried over anhydrous MgSO4, filtered and removed under vacuum to afford 4.The resulting crude product 4 and 2-arylsubstitutedmalondialdehydes or 1,1,3,3tetramethoxypropane (1.0 equiv.) were dissolved in glacial AcOH (1.0 mL) and 200 proof EtOH (1.5 mL). The mixture was heated in a microwave reactor at 120 C for 20 minutes. After cooling on ice, the precipitate was collected on a fine scintered-glass frit and washed with icecold EtOH (2 x 1.0 mL). The resulting crystals 5-32 were dried and collected.

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

Reference:
Article; Singleton, Justin D.; Dass, Reuben; Neubert, Nathaniel R.; Smith, Rachel M.; Webber, Zak; Hansen, Marc D.H.; Peterson, Matt A.; Bioorganic and Medicinal Chemistry Letters; vol. 30; 2; (2020);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, 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 2338-75-2, category: nitriles-buliding-blocks

A solution of 5.0 g (27 mmol) of 4-(trifluoromethyl)phenylacetonitrile in 60 mL 2 M MeOH / NH3 was treated with 0.7 g of Raney Nickel. The mixture was then shaken on a Parr Apparatus under 50 psi of hydrogen for 18 h. The mixture was filtered through celite and the filtrate was concentrated in vacuo to afford 4.62 g of the product amine as brown oil. 1H NMR (CDC13, 400 MHz) 8:7.56-7.58, (d, 2H), 7.32- 7.34 (d, 2H), 3.00 (t, 2H), 2.8 (t, 2H).

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

Reference:
Patent; MERCK & CO., INC.; WO2005/110409; (2005); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, 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 2338-75-2, Application In Synthesis of 4-(Trifluoromethyl)phenylacetonitrile

INTERMEDIATE 1; Step A; A solution of 4-trifluoromethylphenylacetonitrile (10 g, 49 mmol) in a mixture of ethanol (100 mL) and ammonium hydroxide (20 mL of a 29.3% aqueous solution) was hydrogenated over Raney nickel (1 g) for 16 h. The catalyst was removed by filtration through celite and the filtrate evaporated to dryness. The neat residue was added in a dropwise manner to trifluoroacetic anhydride (25 mL, 180 mmol) cooled at 0 C. and the resulting mixture stirred at 0 C. for 30 minutes. The reaction mixture was poured onto ice (250 mL) and the resulting mixture stirred for 30 minutes after which the precipitate was removed by filtration and air dried to give the product as a white solid (13.4 g, 90%).

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; Butora, Gabor; Goble, Stephen D.; Pastemak, Alexander; Yang, Lihu; Zhou, Changyou; Moyes, Christopher R.; US2008/81803; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts