Category: 658-99-1

Adding a certain compound to certain chemical reactions, such as: 658-99-1, name is 2-(3,4-Difluorophenyl)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 658-99-1, name: 2-(3,4-Difluorophenyl)acetonitrile

77.1 Synthesis of 3-cyano-3-(3,4-difluoro-phenyl)-pentanedioic acid diethyl ester Prepare by the method of Example 11.1.2 using 3,4-difluorophenylacetonitrile to give the title compound.

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-(3,4-Difluorophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Related Products of 658-99-1, 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. 658-99-1 name is 2-(3,4-Difluorophenyl)acetonitrile, 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.

EXAMPLE 17; N-{[2-[(3,4-Difluorophenyl)methyl]-4-hydroxy-6-oxo-1-(phenylmethyl)-1,6-dihydro-5-pyrimidinyl]carbonyl}glycine; 17a) Ethyl 2-(3,4-difluorophenyl)ethanimidoate hydrochloride; 3,4-Difluoroacetonitrile (2.44 g, 15.93 mmol) and ethanol (2 mL) was sealed in a flask using a rubber septum and flushed with nitrogen. 4 Molar hydrogen chloride in dioxane (5 mL) was added and the mixture was stirred at rt overnight. The solid was diluted with diethyl ether, collected, washed with diethyl ether and dried in vacuo to give the title compound (2.87 g, 76.5%) 1H NMR (400 MHz, DMSO-d6) delta ppm 11.75 (br. s., 2 H), 7.37-7.67 (m, 2 H), 7.20-7.31 (m, 1 H), 4.41 (q, J=7.07 Hz, 2 H), 4.05 (s, 2 H), 1.29 (t, J=6.95 Hz, 3 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(3,4-Difluorophenyl)acetonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Shaw, Antony N.; Duffy, Kevin J.; Tedesco, Rosanna; Wiggall, Kenneth; US2008/171756; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 658-99-1, These common heterocyclic compound, 658-99-1, name is 2-(3,4-Difluorophenyl)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.

Example S23; Preparation of 2-(3,4-difluoro-phenyl)-ethylamine hydrochloride; To 3.71 g of LiAlH4 (98 mmol) in 30 ml of dry diethylether were added dropwise at 0 C. under nitrogen 5 g of 3,4-difluoroacetonitrile (33 mmol) in 30 ml THF. After the addition and additional 15 min of stirring at 0 C., the ice bath was removed and the reaction was allowed to warm to ambient temperature. The flask was then immersed in an oil bath, heated to 55 C. and the reaction was refluxed overnight. The oil bath was then removed and the reaction mixture cooled to 0 C. The LiAlH4 was then quenched by the slow and sequential addition of saturated aqueous sodium sulfate solution. After the initial exothermic reaction had subsided, the flask was allowed to warm to ambient temperature and further sodium sulfate solution was added until the color was light grey. Then more solid sodium sulfate (dry) was added to dry the mixture, which was subsequently filtered through a short bed of sodium sulfate in a sinter funnel. To the filtrate was added a 5 N HCl solution in dioxane. The HCl-salt precipitated out and was filtered. The collected yellow solid (4.2 g; 82% yield) was found to be of good purity by NMR and was taken into the next step without further purification. MS (ISP) 158.1 (M+H)+.

The synthetic route of 658-99-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Conte-Mayweg, Aurelia; Kuehne, Holger; Luebbers, Thomas; Maugeais, Cyrille; Mueller, Werner; Pflieger, Philippe; US2006/30613; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 658-99-1,Some common heterocyclic compound, 658-99-1, name is 2-(3,4-Difluorophenyl)acetonitrile, molecular formula is C8H5F2N, 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 51 -(4-(5-(2-( 1 -(3 ,4-difluorophenyl)cyclohexyl)ethyl)- 1 ,2,4-oxadiazol-3 – yl)benzyl)azetidine-3-carboxylic acidPreparation 5 A: l-(3,4-difluorophenyl)cyclohexanecarbonitrile [0136] To a solution of 2-(3,4-difluorophenyl)acetonitrile (2 g, 13.06 mmol) in 20 mL of DMF at 0C was added 60% sodium hydride (1.149 g, 28.7 mmol), and the mixture was stirred at the same temperature for 5 mins. Then a solution of 1,5-dibromopentane (1.779 mL, 13.06 mmol) in 20 mL of DMF was added dropwise and the mixture was stirred at a temperature in the range 0C to room temperature for 5 hrs. The reaction was quenched with water, and extracted with EtOAc. The mixture was washed with water and brine. The combined aqueous layers were back extracted with EtOAc once and washed with brine. The combined extracts were dried over a2S04 and evaporated to give an oily residue. It was purified by Combiflash (120g silica gel) eluting with 1 :9 EtOAc-hexane to give l-(3,4-difluorophenyl) cyclohexanecarbonitrile (2.52 g, 1 1.39 mmol, 87 % yield). lH NMR (400 MHz, CC13D) delta ppm 7.12-7.35 (3 H, m), 2.14 (2 H, d, J= 11.86 Hz), 1.75-1.95 (6 H, m), 1.64-1.75 (2 H, m)

The synthetic route of 658-99-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DAS, Jagabandhu; KO, Soo Sung; SRIVASTAVA, Anurag; MOQUIN, Robert V.; WATTERSON, Scott H.; WO2012/12477; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 658-99-1, These common heterocyclic compound, 658-99-1, name is 2-(3,4-Difluorophenyl)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.

Methyl (3R,4R)-3-(3-chlorophenyl)-4-cyano-4-(3,4-difluorophenyl)butanoate (Table 1, Example 10) [0772] RRN 13a) Preparation of the diastereomeric methyl 3-(3-chlorophenyl)-4-cyano-4-(3,4-difluorophenyl)butanoates: [0773] Under protective gas (Ar), 0.779 g (5.086 mmol) of (3,4-difluorophenyl)acetonitrile and 0.1 ml of sodium methoxide solution (30% in methanol) were added to 1.000 g (5.086 mmol) of methyl 3-(3-chlorophenyl)acrylate in 12.0 ml of methanol, and the mixture was stirred in a closed vessel in a microwave oven at 100 C. for 4 h. The solvent was removed under reduced pressure, the residue was taken up in dichloromethane and the mixture was washed twice with in each case 25 ml of water. The combined organic phases were dried over sodium sulfate and the solvent was removed under reduced pressure. Chromatography of the residue on silica gel (ethyl acetate/heptane=20:80) gave 0.738 g (37% of theory) of the diastereomeric methyl 3-(3-chlorophenyl)-4-cyano-4-(3,4-difluorophenyl)butanoate (erythro:threo=43:57, comparison of the doublets in the 1H-NMR in CDCl3 at 4.40 and 4.08 ppm).

Statistics shows that 2-(3,4-Difluorophenyl)acetonitrile is playing an increasingly important role. we look forward to future research findings about 658-99-1.

Reference:
Patent; Jakobi, Harald; Mosrin, Marc; Gatzweiler, Elmar; Haeuser-Hahn, Isolde; Heinemann, Ines; Rosinger, Christopher Hugh; Angermann, Alfred; Hoffmann, Michael Gerhard; Schnatterer, Stefan; Zeiss, Hans-Joachim; US2014/194291; (2014); 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. 658-99-1, name is 2-(3,4-Difluorophenyl)acetonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 658-99-1

91.1.1 Synthesis of 3-cyano-3-(3,4-difluoro-phenyl)pentanedioic acid diethyl ester Cool a solution of sodium bis(trimethylsilyl)amide (686 mL, 1M in tetrahydrofuran, 686 mmol) to about -10 C. Add a solution of 3,4-difluoro-phenylacetonitrile ((50 g, 326 mmol) in tetrahydrofuran (130 mL) over about 1.5 hours. When the addition is complete, warm the reaction mixture to ambient temperature and allow to stir for 2 hour. Cool a solution of ethyl bromoacetate (120 mL, 718 mmol) in tetrahydrofuran (250 mL) in a dry-ice/isopropanol bath. Transfer the above solution via cannula into the solution of ethyl bromoacetate over about 35 minutes. Warm to ambient temperature. After 18 hours, dilute with diethyl ether (300 mL) and extract water, a 1M hydrochloric acid solution, a saturated aqueous solution of sodium bicarbonate, and then a saturated aqueous solution of sodium chloride. Dry the organic layer over MgSO4, filter, and concentrate in vacuo to give the title compound to give the title compound.

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; Hoechst Marion Roussel Inc.; US5824690; (1998); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 658-99-1, name is 2-(3,4-Difluorophenyl)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 658-99-1, Computed Properties of C8H5F2N

2-(3,4-difluorophenyl)acetonitrile (7.730 g, 50.480 mmol) in N,N-dimethylformamide (50 mL) at 0 C and sodium hydride (60.00%, 5.047 g, 126.200 mmol) was added and stirred at the same temperature for 30 minutes. To the reaction mixture 1,3-dibromopropane (10.191 g, 50.480 mmol) was added and further stirred at room temperature for 12 hours. The reaction mixture was poured into water and extracted with ethyl acetate. 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 20%) and concentrated to give the title compound (5.100 g, 52.3%) as a colorless oil.

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; 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 658-99-1, 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. 658-99-1, name is 2-(3,4-Difluorophenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Step A: Preparation of 2-(3,4-Difluorophenyl)-2- methylpropanenitrile; [0718] 2-(3,4-Difluorophenyl)acetonitrile (25.0 g, 163 mmol) and MeI(25.4 mL, 408 mmol) were dissolved in DMF (163 mL) and added dropwise to a suspension of sodium tert-butoxide (39.2 g, 408 mmol) in DMF at 0C. The resulting reaction mixture was stirred at 00C for 1 hour and then allowed to warm to ambient temperature for 1 hour. The reaction mixture was diluted with 400 mL of EtOAc, added to a separatory funnel, partitioned with water, washed 3 times with 200 mL of water, separated, dried over Na2SO4, and concentrated in vacuo to give the title compound (26.45 g) as a yellow oil.

The chemical industry reduces the impact on the environment during synthesis 2-(3,4-Difluorophenyl)acetonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AMGEN INC.; WO2008/76427; (2008); A2;,
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. 658-99-1, name is 2-(3,4-Difluorophenyl)acetonitrile, A new synthetic method of this compound is introduced below., 658-99-1

Example A1 Diastereomeric methyl 4-cyano-3-(2,6-difluorophenyl)-4-(3,4-difluorophenyl)butanoate (Table 1, Examples 1-11) Under protective gas (Ar), 0.773 g (5.046 mmol) of (3,4-difluorophenyl)acetonitrile and 0.1 ml of sodium methoxide solution (30% in methanol) were added to 1.000 g (5.046 mmol) of methyl 3-(2,6-difluorophenyl)acrylate in 12.0 ml of methanol, and the mixture was stirred in a closed vessel in a microwave oven at 110 C. for 4 h. The solvent was removed under reduced pressure, the residue was taken up in dichloromethane and the mixture was washed twice with in each case 25 ml of water. The combined organic phases were dried over sodium sulfate and the solvent was removed under reduced pressure. Chromatography of the residue on silica gel (ethyl acetate/heptane=20:80) gave 0.838 g (43% of theory) of methyl 4-cyano-3-(2,6-difluorophenyl)-4-(3,4-difluorophenyl)butanoate as diastereomer mixture (erythro:threo=54:46, integration of the methyl singlets in the 1H-NMR in CDCl3 at 3.57 ppm and 3.61 ppm).

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; Bayer Intellectual Property GmbH; Jakobi, Harald; Mosrin, Marc; Gatzweiler, Elmar; Haeuser-Hahn, Isolde; Heinemann, Ines; Rosinger, Christopher Hugh; Schnatterer, Stefan; US2014/87945; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

658-99-1, 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. 658-99-1, name is 2-(3,4-Difluorophenyl)acetonitrile, A new synthetic method of this compound is introduced below.

Under protective gas (argon), 125 mg (1.11 mmol) of potassium tert-butoxide were added to 1.006 g (5.55 mmol) of methyl (2E)-3-(5-fluoropyridin-3-yl)acrylate and 0.850 g (5.55 mmol) of (3,4-difluorophenyl)acetonitrile in 45.0 ml of toluene and 2 ml of DMF, and the mixture was stirred at 60 C. for 5 h. After removal of the solvent under reduced pressure, the residue was taken up in ethyl acetate and washed twice with in each case 50 ml of water. The combined organic phases were dried over sodium sulfate and the solvent was removed under reduced pressure. Chromatography of the residue over silica gel (ethyl acetate/heptane=15:85) gave 1.050 g (57% of theory) of the diastereomeric methyl 4-cyano-4-(3,4-difluorophenyl)-3-(5-fluoropyridin-3-yl)butanoates.

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; Bayer CropScience Aktiengesellschaft; MOSRIN, MARC; JAKOBI, HARALD; DIETRICH, HANSJOERG; GATZWEILER, ELMAR; ROSINGER, CHRISTOPHER HUGH; SCHMUTZLER, DIRK; (66 pag.)US2017/290330; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts