Category: 2338-75-2

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

Step 1: Preparation of Intermediate 2-(4-Trifluoromethyl-phenyl)-ethylamine (I-16a) (4-Trifluoromethyl-phenyl)-acetonitrile (2 g, 10.81 mmol) in methanolic ammonia (50 mL) was added to Raney nickel (400 mg) in methanol taken in a parr hydrogenator. The flask was stirred at 50 PSI overnight. The reaction was monitored by TLC (10% methanol in CHCl3). The reaction mixture was filtered through celite bed and the filtrate was dried under reduced pressure to afford 2 g of the product (97.89% yield). LCMS purity: 98.73%, m/z=190.0 (M+1)

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; NOVARTIS AG; Bock, Mark Gary; Gaul, Christoph; Gummadi, Venkateshwar Rao; Moebitz, Henrik; Sengupta, Saumitra; US2014/45872; (2014); A1;,
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Reference of 2338-75-2, 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. 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 4-(trifTuoromethyl)phenylacetonitrile (2.0 g, 10.8 mmol) and carbon disulfide (714 muL, 11.8 mmol) in tetrahydrofuran (30 rnL) is added dropwise to a solution of sodium hydride (950 mg, 24 mmol) in tetrahydrofuran (20 mL) at 0 0C and stirred at room temperature for 3h. The mixture is cooled to 0 0C, and methyl iodide (1.5 mL, 24 mmol) is added slowly and stirred at room temperature for 12h. The mixture is poured into water and extracted with dichloromethane (2 x 60 mL). The organic layers are combined, washed with brine, dried (MgSO4), concentrated and the crude material is purified by flash chromatography (hexanes/ethyl acetate gradient) to provide 3,3-bis(methylthio)-2-(4-(trifluoromethyl)phenyl)acrylonitrile N4a. ESIMS calcd. for CI2HHF3NS2 ([M+H]+) 290.0, found 290.1.

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

Reference:
Patent; IRM LLC; ALPER, Phillip; AZIMIOARA, Mihai; COW, Christopher; EPPLE, Robert; LELAIS, Gerald; MECOM, John; MUTNICK, Daniel; NIKULIN, Victor; WO2011/14520; (2011); A2;,
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Application 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.

A mixture of [3-(trifluoromethyl)phenyl]acetonitrile (20.0 g, 108 mmol), O,O-diethyl dithiophosphate (18.2 mL, 119 mmol) and 4M hydrogen chloride-dioxane solution (216 mL, 864 mmol) was stirred at room temperature for 18 hr. To the reaction mixture was added water (200 mL), and the mixture was extracted with ethyl acetate (200 mL). The organic layer was washed successively with water (100 mL), 0.2M aqueous sodium hydroxide solution (100 mL) and saturated brine (100 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was treated with hexane (200 mL) in an ice bath to allow solidification. The solid was collected by filtration and washed with hexane to give the title compound (21.3 g) as a white solid (yield 90%). 1H NMR (400 MHz, CDCl3) delta 4.17 (2H, s), 6.61 (1H, brs), 7.46 (2H, d, J = 6.8 Hz), 7.52 (1H, brs), 7.67 (2H, d, J = 7.2 Hz).

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

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2530078; (2012); A1;,
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Reference of 2338-75-2, 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.

Intermediate (51 .1 ) tert-butyl 4-(cyano(4- (trifluoromethyl)phenyl)methylene)piperidine- 1 -carboxylateTo the solution of 4-(trifluoromethyl)phenylacetonitrile (2560.9 mg; 1 3.83 mmol; 1 .06 eq.) in ethanol (50 mL), 21 % sodium ethoxide (5.70 ml; 15.27 mmol; 1 .17 eq.) in ethanol was added dropwise at RT. After stirred for 30 min, a solution of 1 -boc-4- piperidone (2600.00 mg; 13.05 mmol; 1 .00 eq.) in ethanol (10 mL) was added slowly. The reaction mixture was stirred at room teperature for 4h. The reaction was quenched with 50mL of saturated aqueous NH4CI and concentrated to half volume. The aqueous solution was extracted with ether three times. The combined organic extracts were washed with brine, dried and then concentrated to give the crude product, which was purified by Biotage chromatography with EtOAc/Hexane (5-30%) to yield the desired product as light yellow solid (3200.00 mg, yield 66.9%).

The chemical industry reduces the impact on the environment during synthesis 4-(Trifluoromethyl)phenylacetonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK PATENT GMBH; LAN, Rouxi; HUCK, Bayard R.; CHEN, Xiaoling; DESELM, Lizbeth Celeste; XIAO, Yufang; QIU, Hui; NEAGU, Constantin; MOCHALKIN, Igor; JOHNSON, Theresa L.; WO2013/40044; (2013); A1;,
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Reference of 2338-75-2, A common heterocyclic compound, 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, molecular formula is C9H6F3N, 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: Absolute ethyl alcohol (100 mL), substituted benzylcyanide (5.4 mmol), and 2,3,4-trimethoxybenzaldehyde (5.4 mmol) were added to three-necked reaction flask with a mechanical stirrer. The reaction mixture was stirred for 0.5 h at 70 C. Then, a sodium hydroxide (20 %) solution was added dropwise until a precipitate formed. The reaction was cooled to room temperature and the mixture was poured into ice-water. The residue was filtered and washed with hot water to pH 7. The crude product was dried under vacuum and then recrystallized in ethanol

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

Reference:
Article; Oezen, Furkan; Tekin, Suat; Koran, Kenan; Sandal, Sueleyman; Goerguelue, Ahmet Orhan; Research on Chemical Intermediates; vol. 42; 12; (2016); p. 7793 – 7805;,
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Synthetic Route of 2338-75-2, A common heterocyclic compound, 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, molecular formula is C9H6F3N, 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 4-trifluoromethylbenzyl cyanide (0.92 g, 5.0 mmol) and bis(2-bromoethyl)ether (2.3 mL, 18 mmol) in DMF (10 mL) at room temperature was treated portion wise with sodium hydride (60% in mineral oil, 0.6 g, 15 mmol) over a period of 10 mins followed by stirring at the same temperature for 1 h. The mixture was then stirred at 70 C. for 16 h. Then cooled to room temperature and the reaction mixture was quenched with slow addition of methanol. Water (100 mL) was added and the mixture was extracted with EtOAc (3×50 mL). The combined organic extracts were washed with water and brine and dried over sodium sulfate, filtered and concentrated. The concentrate was purified by column chromatography using a gradient of 5% EtOAc in hexanes to 30% EtOAc in hexanes to give the title compound (1.11 g, yield: 87%). 1H NMR (CDCl3 300 MHz): deltappm 7.75 (d, 2H), 7.65 (d, 2H), 4.20-4.09 (m, 2H), 4.00-3.85 (m, 2H), 2.27-2.05 (m, 4H).

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

Reference:
Patent; H. Lundbeck A/S; Kilburn, John Paul; Rasmussen, Lars Kyhn; Jessing, Mikkel; Eldemenky, Eman Mohammed; Chen, Bin; Jiang, Yu; Hopper, Allen T.; US2014/107340; (2014); A1;,
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Synthetic Route of 2338-75-2, 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.

Compound 3 (1.00 g, 1.65 mmol) and 2-(4-(trifiluoromethyl)phenyl)acetonitrile (0.76 g, 4.10 mmol) were addedinto dry ethanol (50 mL) and dry THF (10 mL), and then CH3ONa(0.22 g, 4.08 mmol) was added quickly. The mixture was refluxed for 6 hunder an atmosphere of nitrogen. When the reaction was finished, themixture was cooled to room temperature. Then the resulting precipitatewas collected by filtration, and dried under vacuum. The crude productwas purified by column chromatography (silica gel, CH2Cl2/petroleumether, v/v 2/3), affording a bright orange solid (1.12 g). Yield 72%.Mp: 310-312 C. 1H NMR (400 MHz, CDCl3) 8.36 (s, 2H), 7.77 (d,J 4.4 Hz, 6H), 7.67 (d, J 8.0 Hz, 4H), 7.58 (s, 2H), 7.41 (t, J 7.6 Hz,J 7.2 Hz, 4H), 7.26 (d, J 7.6 Hz, 2H), 7.13 (d, J 8.4 Hz, 2H), 7.07(d, J 8.0 Hz, 2H), 7.02 (t, J 7.6 Hz, J 7.2 Hz, 2H), 4.15-4.10 (m,4H), 1.50 (t, J 9.2 Hz, J 7.2 Hz, 18H) (Figs. S9 and S10); 13C NMR(100 MHz, CDCl3) 143.95, 141.29, 140.51, 139.68, 137.35, 133.05,132.43, 131.84, 130.39, 130.11, 128.48, 127.04, 126.87, 126.27,126.12, 126.09, 124.74, 120.91, 117.70, 112.56, 112.01, 40.50, 36.21,29.30, 26.92, 11.81 (Fig. S11). IR (KBr, cm 1): 611, 619, 746, 789, 841,863, 951, 997, 1068, 1121, 1138, 1164, 12621326, 1385, 1417, 1452,1467, 1478, 1616, 1637. HRMS (MALDI-TOF) m/z: [M] Calcd forC60H48F6N4 938.3783; Found 938.3769 (Figs. S12 and S13). Anal. Calcd(%) for C60H48F6N4: C 76.74, H 5.15, N 5.97; Found: C 76.82, H 5.26, N5.88.

The chemical industry reduces the impact on the environment during synthesis 4-(Trifluoromethyl)phenylacetonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Article; Cheng, Dandan; Xu, Defang; Wang, Ying; Zhou, Hongke; Zhang, Yihao; Liu, Xingliang; Han, Aixia; Zhang, Chao; Dyes and Pigments; vol. 173; (2020);,
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Related Products of 2338-75-2, 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. 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Compound 3 (0.85 g, 1.37 mmol) and 2-(p-tolyl)acetonitrile (0.45 g,3.43 mmol) were added into dry ethanol (75 mL), and then CH3ONa(0.19 g, 3.52 mmol) was added quickly. The mixture was refluxed withstirring for 6 h under an atmosphere of nitrogen. After cooling to roomtemperature, the resulting precipitate was collected by filtration, anddried under vacuum. The crude product was purified by column chromatography(silica gel, CH2Cl2/petroleum ether, v/v=3/1), affordinga yellow-green solid (1.03 g).

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, 4-(Trifluoromethyl)phenylacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Yonghui; Liu, Jingran; Yuan, Weiliang; Wang, Ying; Zhou, Hongke; Liu, Xingliang; Cao, Jianfang; Zhang, Chao; Dyes and Pigments; vol. 167; (2019); p. 135 – 142;,
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2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Formula: C9H6F3N

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 C9HlOF3N : 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.; MERCK SHARP & DOHME LIMITED; WO2003/93231; (2003); A2;,
Nitrile – Wikipedia,
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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., COA of Formula: C9H6F3N

General procedure: To a solution of 10 (1.0 mmol, 1.0 equiv.) and substituted benzyl cyanate (1.2 mmol, 1.2 equiv.)in 5 mL of anhydrous DMF was added NaH 60% in mineral oil (66 mg, 2.0 mmol, 2.0 equiv.) at0C. The reaction mixture was allowed to warm to room temperature overnight, and was quenchedwith saturated NH4Cl and extracted with ethyl acetate (3 x 30 mL). The combined organic phaseswere washed with brine, dried over anhydrous MgSO4, filtered and concentrated to yield the crudeproduct. The product was purified via combi-flash on silica gel using 20% EtOAc in hexanes togive 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.

Reference:
Article; Tang, Jing; Do, Ha T.; Huber, Andrew D.; Casey, Mary C.; Kirby, Karen A.; Wilson, Daniel J.; Kankanala, Jayakanth; Parniak, Michael A.; Sarafianos, Stefan G.; Wang, Zhengqiang; European Journal of Medicinal Chemistry; vol. 166; (2019); p. 390 – 399;,
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