The origin of a common compound about 2′-Methoxyphenyl acetylene

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2′-Methoxyphenyl acetylene, and friends who are interested can also refer to it.

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. 767-91-9 name is 2′-Methoxyphenyl acetylene, 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. 767-91-9

5b) 2-isopropoxy-5-(2-methoxy-phenylethynyl)-benzoic acid methyl ester 5-lodo-2-isopropoxy-benzoic acid methyl ester (500 mg), 2-methoxy-phenyl acetylene (0.40 ml), palladium dichlorobis(triphenylphosphine) (12 mg) and Cul (6 mg) in diethylamine (10 ml) were stirred at 60C for 12 hours. The reaction mixture was concentrated and extracted with ethylacetate / water. The combined organic layers were dried over sodium sulphate and the solvent was evaporated. The title compound was obtained in 64 % yield after flash chromatography. 1H-NMR (CDCl3): 7.97 d (J = 2.3 Hz, 1 H); 7.59 dd (J = 2.3 Hz / 8.7 Hz, 1 H); 7.47 dd (J = 7.5 Hz / 1.7 Hz, 1 H); 7.30 m (1 H); 6.96 m (3H); 4.62 m (1 H); 3.91 s (3H); 3.88 s (3H); 1.38 d (J = 8.7 Hz, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2′-Methoxyphenyl acetylene, and friends who are interested can also refer to it.

Reference:
Patent; Bayer Schering Pharma Aktiengesellschaft; EP1985612; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some scientific research about 767-91-9

The synthetic route of 767-91-9 has been constantly updated, and we look forward to future research findings.

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. 767-91-9, name is 2′-Methoxyphenyl acetylene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 767-91-9

General procedure: To a mixture of alpha-azidoamide 16aa (34 mg, 0.20 mmol) and phenylacetylene (9a; 24 L,0.20 mmol) in t-BuOH/H2O (2 mL, 1:1) were added 0.5 M CuSO4 (0.020 mL, 0.010 mmol) and 1.0 M sodium ascorbate (0.020 mL, 0.020 mmol). The reaction mixture was stirred at room temperature for 1 day, and then the resulting reaction mixture was filtered. The separated solid was washed with H2O and hexanes, and triturated with hexane/EtOAc (10:1) to give the 1-morpholino-2-(4-phenyl-1H-1,2,3-triazol-1-yl)ethanone (2aaa; 52 mg, 96%) as a white solid

The synthetic route of 767-91-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lee, Doohyun; Kim, Daehun; Lee, Seungyeon; Kim, Taegeum; Kim, Joobin; Kim, Sohee; Liu, Kwang-Hyeon; Lee, Sangkyu; Bae, Jong-Sup; Song, Kyung-Sik; Cho, Chang-Woo; Son, Youn Kyung; Baek, Dong Jae; Lee, Taeho; Molecules; vol. 20; 11; (2015); p. 19984 – 20013;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The important role of 2′-Methoxyphenyl acetylene

According to the analysis of related databases, 767-91-9, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 767-91-9 as follows. 767-91-9

General procedure: CuSO4¡¤5H2O (5 x 10-3 mmol), L4 (5 x 10-3 mmol), azide (0.5 mmol) and terminal alkyne (0.6 mmol) were placed in the reaction vial where 1 mL of water was added. The reaction mixture was stirred in air at room temperature, and the progress of the reaction was monitored by TLC. After completion of the reaction, the reaction solution was extracted with DCM and the collected organic phase was dried over anhydrous sodium sulfate. After filtration, the solvent was removed under reduced pressure and the crude products were purified by column chromatography (eluted with petroleum ether/EtOAc = 10:1) to yield pure 1,4-disubstituted 1,2,3-triazole.

According to the analysis of related databases, 767-91-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Siyu; Jia, Kai; Cheng, Jiajia; Chen, Yu; Yuan, Yaofeng; Tetrahedron Letters; vol. 58; 38; (2017); p. 3717 – 3721;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Extracurricular laboratory: Synthetic route of 2′-Methoxyphenyl acetylene

According to the analysis of related databases, 2′-Methoxyphenyl acetylene, the application of this compound in the production field has become more and more popular.

767-91-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 767-91-9 as follows.

General procedure: A mixture of aldehyde (1.97 mmol), amine (1.97 mmol), acetylene (2.95 mmol), and thecorresponding supported Au catalyst (1% wt, 60 mg, 0.002 mmol) was heated at 60 C for 8 h,after which time the solution was cooled and the catalyst was removed by filtration. The filtrate wasevaporated under reduced pressure to afford propargylamine 5. Yields were determined by integration of the 1H-NMR spectra of the crude reaction mixtures. After separation and washing with n-pentane,the catalyst was reused intact for the next reaction without any further pre-treatment.

According to the analysis of related databases, 2′-Methoxyphenyl acetylene, the application of this compound in the production field has become more and more popular.

Reference:
Article; Soengas, Raquel; Navarro, Yolanda; Iglesias, Maria Jose; Lopez-Ortiz, Fernando; Molecules; vol. 23; 11; (2018);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem