Category: 768-70-7

Adding a certain compound to certain chemical reactions, such as: 768-70-7, name is 3-Ethynylanisole, belongs to ethers-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 768-70-7, Computed Properties of C9H8O

General procedure: A mixture of CuII(BAPTE)Cl2-[n-Bu4N]4[Mo6O18]2 (1mol%, 30mg) in H2O/DMSO (3mL, 1:10) was stirred for 10min. Then, the phenylacetylenes (1.3mmol), benzyl halide (1mmol), sodium azide (1.1mmol) and sodium ascorbate (5mol%) were added, and the resulting mixture was stirred at room temperature. The progress of the reaction was monitored by TLC (eluting with n-hexane/ethyl acetate, 1:1). At the end of the reaction, methanol (5mL) was added to precipitate the catalyst. The catalyst was recovered by centrifugation, washed with methanol and diethyl ether, and dried in vaccuo. The filtrates were concentrated and the pure product was obtained by thin layer chromatography.

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

Some common heterocyclic compound, 768-70-7, name is 3-Ethynylanisole, molecular formula is C9H8O, 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: C9H8O

General procedure: To a 25mL Schlenk tube, AuSBA-15 (6wt%, 20mg), AgOTf (0.05mmol) was added to a solution of phenylacetylene (1.0mmol) in HOAc/H2O (3.0mL, 15:1) under ambient air, the resulting mixture was stirred for 6hat 110C. It was monitored by TLC. After the reaction was completed, the solvent was removed under reduced pressure and purified of the crude product by column chromatography on silica-gel afforded the desired compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 768-70-7, its application will become more common.

Reference:
Article; Huang, Ronghui; Fu, Yong; Zeng, Wei; Zhang, Liang; Wang, Dawei; Journal of Organometallic Chemistry; vol. 851; (2017); p. 46 – 51;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 768-70-7, name is 3-Ethynylanisole, This compound has unique chemical properties. The synthetic route is as follows., name: 3-Ethynylanisole

General procedure: To a stirred solution of alkyne (12mmol, 1.2equiv) in 50mL DCM was added copper(I)-thiophene-2-carboxylate (CuTc, 95mg, 0.5mmol, 0.05equiv). The solution was cooled to 0C and treated dropwise with a solution of 10mmol sulfonyl azide in 10mL DCM. Then, the reaction mixture was stirred a further 12h, monitored by TLC. After reaction, it was diluted with 30mL saturated NH4Cl and extracted with DCM (30mL¡Á3). The combined organics were washed with brine, dried with Na2SO4 and concentrated in vacuo. The crude product was then purified by flash chromatography (Petroleum ether/EtOAc=5:1-1:1). Subsequent recrystallization from EtOAc/Petroleum ether provided the title triazoles substrates.

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 768-70-7.

Reference:
Article; Meng, Jiang; Ding, Xiangfeng; Yu, Xingxin; Deng, Wei-Ping; Tetrahedron; vol. 72; 1; (2016); p. 176 – 183;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 768-70-7, 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. 768-70-7 name is 3-Ethynylanisole, 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 13 : 5-(3-Methoxyphenethyl)-l-(4-chloro-3-fluorobenzyl)pyridin- 2( 1 H)-OiIC (Final Compound 7-06); Step 1 : 5-(3-Methoxyphenethynyl)-2-methoxypyridine According to Scheme 8 Step 1 : Et3N (15eq, 12.0mmol, 1.68mL), PdCl2(PPh3)2 (0.05eq, 0.04mmol, 17.5mg), PPh3 (0.2eq, O.l?mmol, 41.8mg) and 5-bromo-2- methoxypyridine (leq, 0.80mmol, 0.15g) were added to a stirred solution of copper iodide (0.05eq, 0.04mmol, 7.6mg) in DMF (8mL). Then l-ethynyl-3-methoxybenzene (l.leq, 0.88mmol, 0.12g) was added and the mixture was heated under microwaves (120C/25min) and was stirred overnight at room temperature. The resulting solution was poured onto water and extracted with AcOEt. The combined organic layers were dried over MgSO4, filtered and evaporated under reduced pressure. The crude product was purified by flash chromatography over silica gel (AIT Flashsmart prepacked column 25g SiO2) using pentane/Et2O 98/2 as eluent to afford 5-(3- methoxyphenethynyl)-2-methoxypyridine (0.64mmol, 154mg, 81%) as a colorless oil. LC (XTerra RP18, 3.5mum, 3.0x50mm Column): RT = 5.13 min; MS m/z ES+= 240.

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

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; ADDEX PHARMACEUTICALS S.A.; WO2006/30032; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 768-70-7, name is 3-Ethynylanisole, belongs to ethers-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 768-70-7, name: 3-Ethynylanisole

General procedure: A mixture of alkynes (0.24 mmol), sodium azide (0.24 mmol), halides (0.20 mmol) were added and stirred in glycerol (1.0 ml) in the presence of CuI (0.002 mmol) and diethylamine (0.01 mmol) at room temperature in a schlenk under nitrogen. The progress of the reaction was monitored by HPLC until the reaction was complete. The mixture was added water (10 ml) and extracted with ethyl acetate (3*20 mL). The onganic layer was dried over anhydrous Na2SO4. Then the residue was subjected to flash column chromatography on silica gel (petroleum ether/ethyl acetate) to afford the corresponding compounds 4.

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, 3-Ethynylanisole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Guo, Shengqiang; Zhou, Yang; Dai, Bencai; Huo, Cuimeng; Liu, Changchun; Zhao, Yongde; Synthesis; vol. 50; 11; (2018); p. 2191 – 2199;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 768-70-7 as follows. Recommanded Product: 768-70-7

To a 35 mL microwave reaction tube were added Int-30f (500 mg, 1.36 mmol), bis(triphenylphosphine)palladium (II) dichloride (95 mg, 0.135 mmol), copper iodide (258 mg, 1.355 mmol), and DMF (10 mL). The resulting suspension was degassed and heated to 100 C, and then Int-31a was then added in portions via a syringe. The resulting mixture was allowed to stir at 100 C for additional 6 hours under nitrogen. After cooling, the solution was diluted with 10 mL of ethyl acetate, filtered, and concentrated in vacuo. The residue was purified using a 40 g silica column/Combi-Flask Rf system (0-15% ethyl acetate in hexanes eluent) to provide Int-31b as a wax (370 mg, 65%).

According to the analysis of related databases, 768-70-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KOZLOWSKI, Joseph A.; ROSENBLUM, Stuart B.; COBURN, Craig A.; SHANKAR, Bandarpalle, B.; ANILKUMAR, G., Nair; CHEN, Lei; DWYER, Michael, P.; JIANG, Yueheng; KEERTIKAR, Kartik, M.; LAVEY, Brian, J.; SELYUTIN, Oleg, B.; TONG, Ling; WONG, Michael; YANG, De-Yi; YU, Wensheng; ZHOU, Guowei; WU, Hao; HU, Bin; ZHONG, Bin; SUN, Fei; JI, Tao; SHEN, Changmao; RIZVI, Razia; ZENG, Qingbei; WO2012/41014; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 768-70-7,Some common heterocyclic compound, 768-70-7, name is 3-Ethynylanisole, molecular formula is C9H8O, 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 consisting of 2-(3-iodo-4-methoxybenzoyl)isoindoline (50 mg, 0.132 mmol), 3- ethynylanisole (52 mg, 0.396 mmol), CuI (5 mg, 0.026 mmol), Pd(PPh3J2CI2 (18 mg, 0.026) and TEA (0.055 ml_, 0.396 mmol) in 7.5 ml. of toluene was stirred under nitrogen overnight in a 40 ml_ vial at 1000C. Upon cooling to rt, the crude mixture was filtered through a plug of silica gel and washed through with EtOAc. The solvents were then removed under reduced pressure and the residue was purified by flash chromatography on silica gel (20:1 CH2CI2/Me0H) to afford 35 mg (69%) of the title compound as an off-white solid. 1H NMR (400 MHz, CDCI3): consistent; MS (ES+) mlz 384.1 (M+H).

The synthetic route of 768-70-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH LLC; LI, David, Zenan; O’NEIL, Steven, Victor; SPRINGER, Dane, Mark; ZEGARELLI, Benjamin, Miller; WO2010/124047; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 768-70-7, name is 3-Ethynylanisole, belongs to ethers-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 768-70-7, category: ethers-buliding-blocks

General procedure: To the mixture of terminal alkyne (1mmol), water (2.0 equiv), and acetic acid (2 mL), silver tetrafluoroborate (5 mol%) was added. The mixture was stirred at 110C for 10 h. Water (10 mL) was added and the solution was extracted with ethyl acetate (3¡Á8 mL), the combined extract was dried with anhydrous MgSO4. The solvent was removed and the crude product was separated by column chromatography to give the pure sample. 4.2.8. 1-(3-Methoxyphenyl)ethanone (2h). 1H NMR (400 MHz, CDCl3): delta=7.41-7.47 (m, 2H), 7.26-7.31 (m, 1H), 7.02-7.04 (m, 1H), 3.77 (s, 3H), 2.51 (s, 3H). 13C NMR (100 MHz, CDCl3): delta=197.7, 159.7, 138.4, 129.5, 121.0, 119.4, 112.3, 55.3, 26.6. MS (EI) m/z: 150, 135, 107, 92, 77, 63.

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

Reference:
Article; Chen, Zheng-Wang; Ye, Dong-Nai; Qian, Yi-Ping; Ye, Min; Liu, Liang-Xian; Tetrahedron; vol. 69; 30; (2013); p. 6116 – 6120;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 768-70-7, name is 3-Ethynylanisole, This compound has unique chemical properties. The synthetic route is as follows., 768-70-7

At room temperature, FTA-Au(I)catalyst (2 mol%), AgOTf (5 mol%) was added to a stirring solution of 6a (1.0 mmol) in HOAc/H2O(10:1, 4 mL), then the reaction mixture was heated to 100 oC andstirred overnight (12 h). After the reaction completed, the solvent was removedunder reduced pressure and the residue was purified by flash chromatography onsilica gel (ethyl acetate/hexane = 1 : 80, V/V) to give the title compound 7a in 89% yield as light yellow 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:
Article; Yao, Wei; Zhang, Yilin; Xu, Xiaqing; Yang, Yongchun; Zeng, Wei; Wang, Dawei; Journal of Organometallic Chemistry; vol. 901; (2019);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 768-70-7, name is 3-Ethynylanisole, belongs to ethers-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 768-70-7, 768-70-7

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

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, 3-Ethynylanisole, other downstream synthetic routes, hurry up and to see.

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