Category: 767-91-9

767-91-9, name is 2′-Methoxyphenyl acetylene, belongs to ethers-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. HPLC of Formula: C9H8O

General procedure: Ferric sulfate hydrate (I, 8 mol%), glacial acetic acid (5 mL) and the alkyne (1 – 2 mmol) were introducedinto a 50 mL Schlenk tube, equipped with an air condenser, and the mixture kept under stirring at 95 C or120 C, until consumption of the substrate or no further conversion, as evidenced by TLC or GC. Uponcooling, the supernatant solution was poored into water and the residue washed twice with diethyl ether.After extraction with diethyl ether ( 2), the combined organic layers were washed with a saturated aqueoussolution of sodium bicarbonate and then water until neutrality. Alternatively, the crude from the reactions ofsubstrates featuring hydroxyl or carbonyl groups, as for 12, 15, 20 and 22, was obtained by removing aceticacid under vacuum, in order to reduce loss of material during biphasic extraction. The products were purified

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

Reference:
Article; Bassetti, Mauro; Ciceri, Samuele; Lancia, Federico; Pasquini, Chiara; Tetrahedron Letters; vol. 55; 9; (2014); p. 1608 – 1612;,
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Reference of 767-91-9, These common heterocyclic compound, 767-91-9, name is 2′-Methoxyphenyl acetylene, 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.

b) 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).

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

Reference:
Patent; Bayer Schering Pharma Aktiengesellschaft; EP1975159; (2008); A1;,
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Ether | (C2H5)2O – PubChem

767-91-9, name is 2′-Methoxyphenyl acetylene, belongs to ethers-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. Recommanded Product: 2′-Methoxyphenyl acetylene

General procedure: General produce: o-iodophenol (0.5 mmol), alkyne (1.0 mmol) andbase (1.0 mmol) were added into a 10 mL dry Schlenk tube under Ar,then anhydrous DMF (5 mL) was injected into the mixture using syringe.Then the solution stirred at preheated oil bath (160 C). The reactionwas monitored by TLC and GC.The mixture was cooled down toroom temperature after full conversion, then diluted with dichloromethaneand washed with water three times. The organic layerwas separated and washed with brine followed by drying with anhydrousNa2SO4. The filtrate was concentrated in vacuo to afford thecrude product, which was purified by flash column chromatography onsilica gel (petroleum ether).

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

Synthetic Route of 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: The arylalkyne 1,acetic anhydride (Ac2O), and an anhydrous solvent were added to a dried three-necked flask under argon atmosphere and the mixture was stirred for 30 min at room temperature. Further, HCl(g)prepared using H2SO4 and NaCl at 160 8C was added to the mixture through the rubber tube until the starting material conversed completely, monitored by TLC, and the unreacted HCl(g) was absorbed by aqueous NaOH. The solvent was removed and the residue was purified using flash chromatography on a silica gel.

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; Xu, Cai-Xia; Ma, Cun-Hua; Xiao, Fu-Rong; Chen, Hong-Wei; Dai, Bin; Chinese Chemical Letters; vol. 27; 11; (2016); p. 1683 – 1685;,
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Adding a certain compound to certain chemical reactions, such as: 767-91-9, name is 2′-Methoxyphenyl acetylene, 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 767-91-9, Quality Control of 2′-Methoxyphenyl acetylene

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

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; 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;,
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Some common heterocyclic compound, 767-91-9, name is 2′-Methoxyphenyl acetylene, 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. COA of Formula: C9H8O

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

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 767-91-9, its application will become more common.

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

Electric Literature of 767-91-9, A common heterocyclic compound, 767-91-9, name is 2′-Methoxyphenyl acetylene, molecular formula is C9H8O, 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: A mixture of aryl iodide (2 mmol), aryl alkyne (2.4 mmol), Ni(OAc) 2 (10 mol %), Et3N (6 mmol) and 1,4-dioxane (15 mL) were charged into the reactor (steel bomb). The reactor was closed and pressurized to ~2bar CO and then stirred at 100 C for 4 h. The reaction Progress was monitored by TLC. The reaction mixture was cooled to room temperature, before being filtered through a pad of Celite. The filtrate was concentrated and purified by silica gel with a mixture of hexane and ethyl acetate to give the pure product. For all examples, reactions were performed on 100 mg scale of corresponding aryl iodides.

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; Charugandla, Renuka; Vangala, Markandeya Sarma; Chidara, Sridhar; Korupolu, Raghu Babu; Tetrahedron Letters; vol. 59; 34; (2018); p. 3283 – 3287;,
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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. 767-91-9, name is 2′-Methoxyphenyl acetylene, A new synthetic method of this compound is introduced below., Recommanded Product: 2′-Methoxyphenyl acetylene

1-Ethynyl-2-methoxybenzene (2a, 265 mg, 2 mmol) and benzyl azide (266 mg, 2 mmol) were added to a 1 : 1 water-tert-butyl alcohol mixture (8 mL). A freshly prepared 1 M aqueous solution of sodium ascorbate (200 muL, 0.2 mmol) and an aqueous solution of CuSO 4 ¡¤ 5 H 2 O (65 muL, 5 mg, 0.02 mmol) were then added in succession, and the mixture was stirred for ~14 h at room temperature (TLC). The mixture was diluted with 30 mL of ice water and kept for 15 min in an ice bath, and the white precipitate was filtered off, thoroughly rinsed with cold water (2 ¡Á 15 mL), and dried under reduced pressure. Yield 474 mg (89%), off-white solid. 1 H NMR spectrum, delta, ppm: 8.11 s (1H), 7.58 d (2H, J = 7.4 Hz), 7.42 t (1H, J = 8.5 Hz), 7.34-7.28 m (3H), 7.16 d (1H, J = 7.1 Hz), 7.00-6.94 m (2H), 6.13 s (2H), 3.70 s (3H). 13 C NMR spectrum, delta C , ppm: 159.5, 139.5, 136.7, 131.6, 129.2, 128.5, 128.1, 126.5, 120.3, 109.2, 104.1, 56.1, 54.0. Mass spectrum: m/z 266.1214 [M + H] + . Calculated for C 16 H 16 N 3 O: 266.1217.

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

Reference:
Article; Jabeen; Khera; Iqbal; Asgher; Russian Journal of Organic Chemistry; vol. 55; 9; (2019); p. 1416 – 1422; Zh. Org. Khim.;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 767-91-9, name is 2′-Methoxyphenyl acetylene, 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. Recommanded Product: 2′-Methoxyphenyl acetylene

General procedure: A mixture of aryl iodide (2 mmol), aryl alkyne (2.4 mmol), Ni(OAc) 2 (10 mol %), Et3N (6 mmol) and 1,4-dioxane (15 mL) were charged into the reactor (steel bomb). The reactor was closed and pressurized to ~2bar CO and then stirred at 100 C for 4 h. The reaction Progress was monitored by TLC. The reaction mixture was cooled to room temperature, before being filtered through a pad of Celite. The filtrate was concentrated and purified by silica gel with a mixture of hexane and ethyl acetate to give the pure product. For all examples, reactions were performed on 100 mg scale of corresponding aryl iodides.

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

Reference:
Article; Charugandla, Renuka; Vangala, Markandeya Sarma; Chidara, Sridhar; Korupolu, Raghu Babu; Tetrahedron Letters; vol. 59; 34; (2018); p. 3283 – 3287;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 767-91-9, name is 2′-Methoxyphenyl acetylene, 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 767-91-9, SDS of cas: 767-91-9

General procedure: A dried Schlenk tube equipped with a magnetic stir bar was charged with the alkyne (1mmol), organic azide (1mmol), and Cu(PPh3)2NO3 (0.005mmol, 3.28mg). The mixture was stirred at rt (rt was ?25C) without exclusion of air under solvent-free conditions. After the reaction was completed, the mixture was diluted with ethyl acetate and filtered. The filtrate was removed under reduced pressure to obtain the crude product that was further purified by silica gel chromatography (petroleum ether/ethyl acetate (20: 1) as eluent) to yield the corresponding deuterated triazoles.

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; Wang, Dong; Chen, Si; Wang, Jing; Astruc, Didier; Chen, Baohua; Tetrahedron; vol. 72; 41; (2016); p. 6375 – 6379;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem