Category: 6136-68-1

6136-68-1, 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. 6136-68-1, name is 3-Acetylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred mixture of SeO2 (20 mmol, 2.2 g) in dioxane (20 mL) was added water (2 mL) and heated toreflux until SeO2 was dissolved. Compound 1a (10 mmol, 1.45 g) was added and the mixture wasstirred at reflux overnight. After completion, the mixture was filtered through a pad of celite. Thefiltrate was concentrated in vacuo. Compound 3-(2-oxoacetyl)benzonitrile was obtained and useddirectly in next step without further purification. To a suspension of alpha-aminoacetamide hydrochloride(1.5 g, 14 mmol) in MeOH (12.5 mL)-water (3.1 mL) was added 12.5 M aqueous NaOH (1.65 mL, 20mmol) solution at -30 C, and then a solution of NaOH (543 mg, 14 mmol) in MeOH (6.1 mL) wasadded to the mixture. A solution of 3-(2-oxoacetyl)benzonitrile in MeOH (11.1 mL) was added to themixture at -20C, and then the resulting suspension was stirred for 2h at same temperature, and thestirring continued for 1 h at room temperature. After cooling with ice water, the mixture was acidifiedwith AcOH. Collection of the resulting precipitates by filtration gave 2a (52%) as a red solid:

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; Zhang, Niu-niu; An, Bai-jiao; Zhou, Yan; Li, Xing-shu; Yan, Ming; Molecules; vol. 24; 6; (2019);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

6136-68-1, 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. 6136-68-1 name is 3-Acetylbenzonitrile, 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.

A solution of n-BuLi (20.0 mL, 2.5 M, 50.0 mmol) was added to a solution of PPh3MeI (20.2 g, 50.0 mmol) in THF (200 mL) at -10 C. After the mixture was stirred at -10 C for 1 h, 3-acetylbenzonitrile (4.85 g, 33.4 mmol) was added. The mixture was allowed to warm up to r.t. and stirred at r.t. for 3 h. Water (400 mL) was added to the reaction mixture and it was extracted with CH2Cl2 (200 mL x 2). It was dried over anhydrous sodium sulfate, and purified by column chromatography (PE: EtOAc = 50: 1) to give the titled compound (3.4 g, 79%).

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BURCH, Jason; GOLDSMITH, Richard, A.; ORTWINE, Daniel, Fred; PASTOR, Richard; PEI, Zhonghua; WO2013/24011; (2013); 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. 6136-68-1, name is 3-Acetylbenzonitrile, A new synthetic method of this compound is introduced below., 6136-68-1

Example 15; Ar-(4-(3-cyanophenyl)-5-(4-(trifluoromethy])phenoxy)thiazol-2-y])-2-(4- (ethylsulfonyl)phenyI)acetamide; Step 1:; To a solution of 3-acetylbenzonitrile (8 g) in chloroform (50 mL) and ethyl acetate (50 mL) was added copper(II) bromide (25.9 g). The reaction mixture was refluxed overnight. Solid was removed by filtration, and the filtrate was washed with sat. ammonium chloride and brine, dried, and concentrated to give 3-(2-bromoacetyl)benzonitrile (13 g) as a yellow oil. MS(ES?) m/z 225 (MH?).

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; GLAXO GROUP LIMITED; WANG, Yonghui; YANG, Ting; WO2012/100734; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

6136-68-1, Adding a certain compound to certain chemical reactions, such as: 6136-68-1, name is 3-Acetylbenzonitrile, 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 6136-68-1.

Step l :OSodium hydride (60% dispersion in oil, 8.27 g, 207 mmol, 3.00 equiv) was added to a solution of 3-acetylbenzonitrile (10.0 g, 68.9 mmol, 1 equiv) in tetrahydrofuran (300 mL). The reaction mixture was stirred at 60 C, and a solution of diethyl carbonate (12.5 mL, 103 mmol, 1.50 equiv) in tetrahydrofuran (60 mL) was added over 45 minutes. The light orange reaction mixture was stirred at 60 C for an additional 2 h, then was cooled to 22 C. Saturated aqueous ammonium chloride solution was added, and the mixture was concentrated to -1/2 volume by rotary evaporation. The resulting residue was partitioned between ethyl acetate and water. The organic layer was washed with saturated aqueous sodium chloride solution, and the washed solution was dried over sodium sulfate. The dried solution was filtered, and the filtrate was concentrated to afford ethyl 3-(3-cyanophenyl)-3-oxopropanoate (15 g, 100%) as a white solid. The crude reaction product was taken into the next step without further purification. Calcd(M+l)+: 218.1, Found: 218.0.

According to the analysis of related databases, 6136-68-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BROWN, William, Colby; HEIDEBRECHT, Richard, W.; BRUBAKER, Jason; FISCHER, Christian; HENDRIX, John, T.; KELLEY, Elizabeth, H.; MACCOSS, Rachel, N.; METHOT, Joey, L.; MILLER, Thomas; OTTE, Karin, M.; SILIPHAIVANH, Phieng; REGER, Thomas; WILLIAMS, Peter, D.; WISCOUNT, Catherine, M.; WO2011/46774; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts