Category: 10602-04-7

Synthetic Route of 10602-04-7, Adding some certain compound to certain chemical reactions, such as: 10602-04-7, name is (4-Ethynylphenyl)methanol,molecular formula is C9H8O, 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 10602-04-7.

To a 40 mL glass vial with rubber septum was added 3 (1.00 g, 2.04 mmol), 4-ethynylbenzyl alcohol 4 (0.405 g, 3.06 mmol), PdCI2(PPh3)2 (86 mg, 0.123 mmol), Cul (39 mg, 0.204 mmol), /’Pr2EtN (1.06 g, 8.17 mmol) and THF (7 mL). The contents were briefly placed under vacuum, and then placed under a nitrogen atmosphere. The vial was sealed and heated at 70 °C for 16 h. After cooling to rt, the mixture was filtered through celite, washing with EtOAc, and the filtrated was concentrated under vacuum. The residue was purified by silica gel chromatography (heptane / ethyl acetate / NEt3) to give 5 (0.680 g, 62percent) as a foamy solid. 1H NMR (400 MHz, CDCI3): 3.74 (s, 6 H), 4.12 (s, 2 H), 4.53 (d, J = 4.0 Hz, 2 H), 5.29 (t, J = 4.0 Hz, 1 H), 6.93 (dd, J = 8.0 Hz, 4 H), 7.19 – 7.58 (m, 17 H).

According to the analysis of related databases, 10602-04-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BARYZA, Jeremy Lee; BLOMMERS, Marcel; FERNANDEZ, Cesar; GENO, Erin; GOSSERT, Alvar; GREENIDGE, Paulette; HUESKEN, Dieter; HUNZIKER, Juerg; NATT, Francois Jean-Charles; PATNAIK, Anup; PATTERSON, Andrew; RONDEAU, Jean-Michel Rene; WEILER, Jan; ZHU, Meicheng; WO2015/51045; (2015); A2;,
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Synthetic Route of 10602-04-7 ,Some common heterocyclic compound, 10602-04-7, 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.

To a solution of (4-ethynylphenyl)methanol (1.66 g, 12.54 mmol) and imidazole (1.71 g, 25.08 mmol) in DMF (37mL) was added TBDMSCl (2.84 g, 18.81 mmol). This reaction mixture was stirred at ambient temperature for overnight. All the volatile solvent was removed under reduced pressure, and the residue was dissolved in DCM (10 ml). Water (10 mL) was added, and the aqueous layer was extracted with DCM (10 mL X 2). The combined organic layer was washed with brine (20 mL), dried over Na2SO4, and filtered. The organic layer was concentrated under reduced pressure and the residue was purified by silica gel chromatography, by column chromatography with hexane/ethyl acetate (10/1, v/v) to obtain the compound 59 as a brown solid (2.91 mg, 94percent yield): 1H NMR (400 MHz, CDCl3) _ 7.46 (d, J = 8.2 Hz, 2H), 7.28 (d, J = 8.8 Hz, 2H), 4.73 (s, 2H), 3.04 (s, 1H), 0.94 (s, 9H), 0.10 (s, 6H); 13C NMR (100 MHz, CDCl3) _ 142.5, 132.2, 126.0, 120.6, 83.9, 64.7, 26.1, 18.5, -5.1.

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. 10602-04-7, (4-Ethynylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; DALBY, Kevin N.; EDUPUGANTI, Ramakrishna; TALIAFERRO, Juliana; LEE, Juhyeon; (0 pag.)WO2018/160967; (2018); A1;,
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Synthetic Route of 10602-04-7, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 10602-04-7, name is (4-Ethynylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

(4-{3-Bromo-5-[2-(4-chloro-phenyl)-ethoxy]-phenylsulfanyl}-2-methyl-phenoxy)- acetic acid ethyl ester (270 mg; 0.46 mmol), (4-ethynyl-phenyl)-methanol (296 mg; 2.2 mmol), bis(triphenylphosphine) palladium (II) chloride (31.4 mg; 0.045 mmol) and copper iodide (6.4 mg; 0.034 mmol) were dissolved in a mixture of triethylamine (2 mL) and DMF (2 mL) under an atmosphere of nitrogen. The reaction mixture was reacted in a microwave oven at 110 °C for 1.5 h. The reaction mixture was evaporated to dryness, and 5percent aqueous citric acid (30 mL) and ethyl acetate (30 mL) was added. The two phases were separated and the aqueous phase was extracted with ethyl acetate (30 mL). The combined organic phases were dried and evaporated to dryness and purified by preparative HPLC (method B). Yield: 270 mg (83percent). HPLC-MS: m/z: 587.1 (M+H)+; Rt: 2.96 min.

According to the analysis of related databases, 10602-04-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVO NORDISK A/S; WO2007/3581; (2007); A1;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 10602-04-7, name is (4-Ethynylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. name: (4-Ethynylphenyl)methanol

To a solution of (4-ethynylphenyl)methanol 1 (0.52 g, 4 mmol) in DCM (20 mL) was added PBr3 (1.08 g, 4 mmol) at 0 °C under N2, the reaction mixture was stirred at room temperature for 1 hour. After consumption of the starting material (by TLC), diluted with water and extracted with DCM. Combined organic extracts were dried over anhydrous MgSO4 and concentrated under reduced pressure to obtain crude product, which was purified by silica gel column chromatography(EtOAc/Hexane 1: 6) to afford compound 2 (0.3 g, 68percent) as yellow oil. ?H NMR (300 MHz, CDC13) 7.56 (d, J= 8.4 Hz, 2H), 7.37 (d, J= 8.2 Hz, 2H), 4.49 (s, 2H), 4.47 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 10602-04-7.

Reference:
Patent; ABBVIE INC.; MICHAELIDES, Michael; HANSEN, Todd; DAI, Yujia; ZHU, Guidong; FREY, Robin; GONG, Jane; PENNING, Thomas; CURTIN, Michael; MCCLELLAN, William; CLARK, Richard; TORRENT, Maricel; MASTRACCHIO, Anthony; KESICKI, Edward A.; KLUGE, Arthur F.; PATANE, Michael A.; VAN DRIE, John H. Jr.; JI, Zhiqin; LAI, Chunqiu C.; WANG, Ce; (1190 pag.)WO2016/44770; (2016); A1;,
Alcohol – Wikipedia,
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Electric Literature of 10602-04-7, Adding some certain compound to certain chemical reactions, such as: 10602-04-7, name is (4-Ethynylphenyl)methanol,molecular formula is C9H8O, 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 10602-04-7.

4-Ethynyl benzyl bromide. A solution of triphenylphosphine (3.9 g, 15 mmol) in CH2Cb (5 mL) was added dropwise to a cold mixture of 4-ethynylbenzylalcohol (1.0 g, 7.6 mmol), tetrabromomethane (4.5 g, 14 mmol), and 2,6-lutidine (4.4 mL, 38 mmol) in CH2Cb (20 mL) at 5 °C and the mixture was stirred for 16 h at RT. After concentration in vacuo, the residue was treated with ether (40 mL) and the resulting solid was removed by filtration. The filtrate was washed with 1percent HC1 solution and then water, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by flash column chromatography to give 4- ethynylbenzyl bromide (1.4 g, 95percent) as a pale yellow oil. 1H NMR (600 MHz, CDCb) delta 7.46 (d, 2H, J=7.8), 7.34 ( d, 2H, J=7.8), 4.47 (s, 2H), 3.10 (s, IH).

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. 10602-04-7, (4-Ethynylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; THE BRIGHAM AND WOMEN’ S HOSPITAL, INC.; CUNNINGHAM, James; LEE, Kyungae; REN, Tao; CHANDRAN, Kartik; WO2013/22550; (2013); A2;,
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Application of 10602-04-7, 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. 10602-04-7, name is (4-Ethynylphenyl)methanol. A new synthetic method of this compound is introduced below.

General procedure: 4.1.4.1. General procedure for the coupling of a terminal alkynewith an aryl halide using a palladium-catalyzed cross-coupling (Sonogashira)protocol. To an oven-dried round-bottom flask or screwcap tube equipped with a magnetic stir bar were added the arylhalide, the terminal alkyne, PdCl2(PPh3)2 or PdCl2(PhCN)2 (w2 molpercent per aryl halide), CuI (w4 mol percent per aryl halide), and in the case ofusing PdCl2(PhCN)2, alsow4 mol percent per aryl halide of HP(tert-Bu)3. Asolvent system of TEA and/or THF was added depending on thesubstrates. Upon completion, the reaction was quenched witha saturated solution of NH4Cl. The organic layer was then dilutedwith diethyl ether or CH2Cl2, and washed with water or saturatedNH4Cl (1). The combined aqueous layers were extracted withhexanes, diethyl ether, or CH2Cl2 (2). The combined organic layerswere dried over MgSO4 and filtered, and the solvent was removedfrom the filtrate in vacuo to afford the crude product, which waspurified by column chromatography (silica gel). Eluents and otherslight modifications are described below for each compound. 4.1.5.2. BODIPY (7). See the general procedure for the Pd/Cucoupling reaction. The materials used were BODIPY 621 (610 mg,1.35 mmol), 4-ethynylbenzyl alcohol22 (269 mg, 2.03 mmol),PdCl2(PPh3)2 (47.4 mg, 0.07 mmol), CuI (26.0 mg, 0.135 mmol), TEA(20.0 mL), and THF (60.0 mL) at rt overnight. The residue wassuspended in 35 mL of MeOH. The suspension was heated using anoil bath until the mixture started boiling. The heating was thenturned off, and the mixture was allowed to cool inside the oil bath.The resultant solid was filtered under vacuum and washed withcold EtOH. After drying the product in vacuum, BODIPY 7 was obtainedas an orange solid (556 mg, 1.22 mmol, 91percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10602-04-7, its application will become more common.

Reference:
Article; Godoy, Jazmin; Garcia-Lopez, Victor; Wang, Lin-Yung; Rondeau-Gagne, Simon; Link, Stephan; Marti, Angel A.; Tour, James M.; Tetrahedron; vol. 71; 35; (2015); p. 5965 – 5972;,
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Related Products of 10602-04-7 ,Some common heterocyclic compound, 10602-04-7, 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.

A solution of 4 (2.04 g, 15.44 mmol) in 1 ml of DCM (Dichlormethane) was cooled to 0¡ã C. MsCl methanesulfonyl chloride (1.383 ml, 17.75 mmol) and Triethylamine (2.474 ml, 17.75 mmol) were added and the mixture was heated in a microwave oven at 100¡ã C. for 20 min. The mixture was quenched with saturated NaHCO3 (0.8 ml) and extracted with DCM. The organic layers were washed with water, dried over MgSO4, filtered and concentrated under vacuum to afford 5 (2.004 g, 13.31 mmol, 86percent yield) as a yellow oil.

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. 10602-04-7, (4-Ethynylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITE DE FRIBOURG; Fromm, Katharina; Bochet, Christian; (27 pag.)US9758545; (2017); B2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 10602-04-7 ,Some common heterocyclic compound, 10602-04-7, 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.

A solution of 4 (2.04 g, 15.44 mmol) in 1 ml of DCM (Dichlormethane) was cooled to 0¡ã C. MsCl methanesulfonyl chloride (1.383 ml, 17.75 mmol) and Triethylamine (2.474 ml, 17.75 mmol) were added and the mixture was heated in a microwave oven at 100¡ã C. for 20 min. The mixture was quenched with saturated NaHCO3 (0.8 ml) and extracted with DCM. The organic layers were washed with water, dried over MgSO4, filtered and concentrated under vacuum to afford 5 (2.004 g, 13.31 mmol, 86percent yield) as a yellow oil.

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. 10602-04-7, (4-Ethynylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITE DE FRIBOURG; Fromm, Katharina; Bochet, Christian; (27 pag.)US9758545; (2017); B2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 10602-04-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.10602-04-7, name is (4-Ethynylphenyl)methanol, molecular formula is C9H8O, molecular weight is 132.16, as common compound, the synthetic route is as follows.

To a suspension of azide derivative 13 (1 mole eq.) in isopropanol and water (1:1) was added alkyne (2 mole eq.) followed by CuSO4H2O (0.2 mole eq.) and sodium ascorbate (0.4 mole eq.). The reaction mixture was stirred at 40-50 C for 2 h and then evaporated under reduced pressure. To the residue was added H2O and the aqueous mixture was extracted with DCM. The organic phase was washed with H2O, brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The crude product was then purified by column chromatography on silica to obtain the desired C-1 triazole derivative.

Statistics shows that 10602-04-7 is playing an increasingly important role. we look forward to future research findings about (4-Ethynylphenyl)methanol.

Reference:
Article; Bhatt, Beenu; Thomson, Robin J.; Von Itzstein, Mark; Tetrahedron Letters; vol. 52; 21; (2011); p. 2741 – 2743;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 10602-04-7 ,Some common heterocyclic compound, 10602-04-7, 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.

4-Ethynylbenzyl alcohol a_(l g, 7.57 mmol) was diluted in 20 ml DCM, and cooled to 0¡ã in ice bath. Phosphorus tribromide (4.1 g, 15 mmol) was added dropwise. The reaction was allowed to warm to room temperature gradually, and stirred under nitrogen overnight. The reaction was quenched by addition of H2O in ice bath, extracted by DCM. Combined organic layers were washed with brine, dried over Na2SO4 and concentrated to dryness. The crude material was purified by chromatography (ISCO) using 100percent hexane to give pure 4-ethynylbenzyl bromide b (220 mg). M+H+ 195.1

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. 10602-04-7, (4-Ethynylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; WO2008/134679; (2008); A1;,
Alcohol – Wikipedia,
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