Category: copper-catalyst

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.7758-89-6, Cuprouschloride it is a common compound, a new synthetic route is introduced below., 7758-89-6

Step 5. 3,3-Ethylenedioxy-5alpha-hydroxy-11beta-[4-(N,N-dimethylamino)phenyl]-17alpha-trimethylsilyloxy-21-methyl-19-norpregn-9(10)-en-20-one (25): Mg (2.80 g, 116.2 mmol), which was washed with 0.1 N HCl, then H2O and acetone and dried in vacuo, was weighed into dry round-bottomed flask equipped with a reflux condenser. A small crystal of iodine was added and the system was flushed with nitrogen and flame-dried. The flask was cooled to room temperature and 68.5 mL of THF distilled from LAH was added via syringe. 1,2-Dibromoethane (approx. 0.5 mL) was added and the mixture was stirred at room temperature. After bubbling began and the color of I2 disappeared, a solution of 4-bromo-N,N-dimethylaniline (20.43 g, 102.1 mmol) in THF (34 mL) was added via syringe. The mixture was stirred until most the Mg had reacted. Copper (I) chloride (1.13 g, 114.2 mmol) was added as a solid and stirred for 20 min. The crude epoxide (24) (7.33 g, 15.91 mmol) in THF (49 mL) was then added using a syringe. The reaction mixture was stirred at room temperature for 30 min, at which time the reaction was complete by TLC (2% acetone/CH2Cl2). Saturated NH4Cl solution (25 mL) was added and stirred for 30 min while air was pulled through by slight vacuum. The mixture was diluted with H2O, extracted with CH2Cl2 (3*), washed with H2O (2*) and brine, dried over Na2SO4, and evaporated under reduced pressure. The residue was purified by flash chromatography using 3% acetone/CH2Cl2) to afford 4.27 g of the pure product (25) in 46.1% yield. IR (KBr, diffuse reflectance) numax 3531, 2940, 1708, 1614, and 1518 cm-1. NMR (CDCl3) delta 0.09 (s, 9H, Si(CH3)3), 0.19 (s, 3H, C18-CH3), 1.02 (t, J=7 Hz, 3H, C21-CH3), 2.88 (s, 6H, N(CH3)2), 3.99 (m, 4H, C3-OCH2CH2O-), 4.26 (br d, 1 H, C11alpha-CH), 6.85 (dd, J=41 Hz, J’=10 Hz, 4H, aromatic-CH). MS (EI) m/z (relative intensity): 581 (M+, 46), 563(34), 391 (37), 134(65) and 121 (100).

With the rapid development of chemical substances, we look forward to future research findings about 7758-89-6

Reference£º
Patent; The United States of America as represented by the Department of Health and Human Services; US6900193; (2005); B1;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

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. 7787-70-4, name is Copper(I) bromide. This compound has unique chemical properties. The synthetic route is as follows. 7787-70-4

General procedure: Compound 5c was prepared as described for 5a. In this respect, 2 (100 mg, 0.160 mmol) was reacted with [CuBr] (3c) (23 mg, 0.160 mmol). Appropriate work-up, gave 5c (111 mg, 0.144 mmol, 90% based on 2) as a brown solid Mp.: 180 C. IR (KBr, cm-1): nuC?C 1983 (w). 1H NMR (d6-DMSO, delta): 0.24 (s, 9 H, SiMe3), 0.30 (s, 9 H, SiMe3), 7.61 (ddd, 3JH7H6 = 4.7 Hz, 3JH7H8 = 7.3 Hz; 1 H, H7), 7.95 (ddd, 3JH2H1 = 6.3 Hz, 3JH2H3 = 6.6 Hz; 1 H, H2), 8.07 (ddd, 4JH8H6 = 1.5 Hz, 3JH8H7 = 7.3 Hz, 3JH8H9 = 7.8 Hz; 1 H, H8), 8.43 (m, 4JH3H1 = 1.0 Hz, 3JH3H2 = 6.6 Hz; 3JH3H4 = 8.0 Hz, 3JH9H8 = 7.8 Hz; 2 H, H3, H9), 8.67 (dd, 3JH6H7 = 4.7 Hz, 4JH6H8 = 1.5 Hz, 1 H, H6), 8.85 (d, 3JH4H3 = 8.0 Hz, 1 H, H4), 9.05 (dd, 3JH1H2 = 6.3 Hz, 1 H, 4JH1H3 = 1.0 Hz, 1 H, H1), 9.95 (s, 1 H, H5), 10.06 (s, 1 H, H10). ESI-MS (m/z (rel. intens.) in thf: [M++Br] 687 (100), [M+-CuBr + K] 662 (25). Anal. Calc. for C24H28N4CuBrPtSi2 (767.21 g/mol): C, 37.57; H, 3.67; N, 7.30. Found: C, 37.68; H, 3.63; N, 6.92%.

With the complex challenges of chemical substances, we look forward to future research findings about Copper(I) bromide

Reference£º
Article; Al-Anber, Mohammed; Wetzold, Nora; Walfort, Bernhard; Rueffer, Tobias; Lang, Heinrich; Inorganica Chimica Acta; vol. 398; (2013); p. 124 – 131;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

As a common heterocyclic compound, it belong copper-catalyst compound,5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),14172-91-9,Molecular formula: C44H30CuN4,mainly used in chemical industry, its synthesis route is as follows.,14172-91-9

0.0157 g (0.088 mmol) of N-bromosuccinimide was added to a solution of 0.04 g (0.059 mmol) of Cuin 20 mL of l3, and the mixture was refluxed during 30 min. The operation was repeated three times,total amount of the added N-bromosuccinimide being0.047 g (0.26 mmol). After addition of the last portion of the reactant, the mixture was refluxed during 2 hand cooled to ambient; a solution of 0.07 g (0.44 mmol)of bromine in 5 mL of CHCl3 was then added atstirring. The resulting mixture was kept at 20 during about 24 h. Excess of bromine was removed by washing the reaction mixture with 15 mL of 20%aqueous solution of Na2S2O3. The organic layer was washed with water and dried over Na2SO4. The solvent was removed, and the residue was purified by chromatographyon alumina eluting with chloroform,followed by recrystallization from ethanol. Yield 0.055 g(72%, 0.0421 mmol).

With the synthetic route has been constantly updated, we look forward to future research findings about 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),belong copper-catalyst compound

Reference£º
Article; Maltseva; Zvezdina; Chizhova; Mamardashvili, N. Zh.; Russian Journal of General Chemistry; vol. 86; 1; (2016); p. 102 – 109; Zh. Obshch. Khim.; vol. 86; 1; (2016); p. 110 – 117,8;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

34946-82-2, Copper(II) trifluoromethanesulfonate is a copper-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The copper(II) complexes with terpy ligand, [Cu(terpy)(ClO4)2(H2O)] (1) and [Cu(terpy)2](CF3SO3)2¡¤2H2O (2), were synthesized by modification of a previously described method for the preparation of [Cu(terpy)(H2O)](CF3SO3)2 complex [42]. The solution of 1.0mmol of terpy (233.3mg) in 2.0mL of methanol for 1 and ethanol for 2 was added slowly under stirring to the solution containing 1.0mmol of the corresponding copper(II) salt (370.5mg of Cu(ClO4)2¡¤6H2O (1) and 361.7mg of Cu(CF3SO3)2 (2)) in 5.0mL of water. The reaction mixture was stirred at room temperature for 3h. The blue crystals of 1 and 2 suitable for single-crystal X-ray analysis were grown by slow evaporation of the resulting solutions at room temperature. These crystals were filtered off and dried at ambient temperature. The yield (calculated on the basis of terpy) was 73% (375.0mg) for 1 and 78% (337.1mg) for 2.

34946-82-2, The synthetic route of 34946-82-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Gli?i?, Biljana ?.; Nikodinovic-Runic, Jasmina; Ilic-Tomic, Tatjana; Wadepohl, Hubert; Veselinovi?, Aleksandar; Opsenica, Igor M.; Djuran, Milo? I.; Polyhedron; vol. 139; (2018); p. 313 – 322;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

7787-70-4, A common heterocyclic compound, 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., 7787-70-4

7787-70-4, Example 1 2-(Carboxy-5-nitro-phenyl)malonic acid dimethyl ester A solution of 2-chloro-4-nitrobenzoic acid (75g, 372mmol) in dimethyl malonate (900mL, 20 equivalents) was degassed with nitrogen for 15min. Copper (I) bromide (5.4g, 37mmol) was added in one portion. Sodium methoxide (48.3g, 894mmol) was added in one portion to the solution while stirring and the contents exothermed to 48C. Fifteen minutes later, the contents were heated to 70C for 24hrs. The reaction was complete by nmr. Water (900mL) was added to the cooled reaction followed by hexanes (900mL). The aqueous layer was separated, toluene (900mL) added, the solution filtered through Celite, and the aqueous layer separated. Fresh toluene (1800mL) was added to the aqueous layer and the biphasic mixture acidified with 6 N aqueous HCI (90mL). A white precipitate formed and the contents were stirred for 18hrs. The product was filtered off and dried to give a white solid, 78.1g (70%, mp 153C). IR 2923, 2853, 1750, 1728, 1705, 1458, 1376, 1352, 1305, 1261 cm-1. 1H NMR (CD3)2SO delta8.37 (d, J = 2 Hz, 1H), 8.30 (d, J = 1Hz, 2H), 5.82 (s, 1H), 3.83 (s, 6H). 13C NMR (CD3)2SO delta168.0, 167.3, 149.4, 137.1, 135.8, 132.5, 125.4, 123.7, 54.5, 53.4. Anal. Calcd for C11H10NO8: C, 48.49; H, 3.73; N, 4.71. Found: C, 48.27; H, 3.72; N, 4.76.

7787-70-4 Copper(I) bromide 24593, acopper-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER INC.; EP887345; (1998); A1;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO133,mainly used in chemical industry, its synthesis route is as follows.,14172-91-9

General procedure: Under the protection of nitrogen, 0.14 mmol of the corresponding 5,10,15,20-tetrakis(4-R-phenyl)porphyrin copper(II)complex was dissolved in 16 ml of CHCl3, to which 0.75 ml of DMFwas added with magnetic stirring. The solution was cooled to 0 Cin an ice bath, and then 0.56 ml of phosphoryl chloride (POCl3) wasslowly added within 20 min. The ice bath was removed and stirringwas continued at room temperature for 1 h, and the solution wascontinuously stirred and heated at 70 C for 24 h. Then 3.606 g ofNaAc and 14.4 ml of distilled water were added in an ice bath andstirring for another 1 h. After separation of the aqueous layer, theorganic layer was washed with 10 ml of distilled water for 3 times,then dried over anhydrous magnesium sulfate and filtered. Thesolvent was removed by rotary evaporation at low temperature toafford a crude product. The crude product was dissolved indichloromethane and subjected to column chromatography overneutral alumina with dichloromethane/petroleum ether (v/v 3:1)as the eluent. The third coloured bandwas collected and the solventwas removed by rotary evaporation to afford a purple powder.

With the complex challenges of chemical substances, we look forward to future research findings about 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),belong copper-catalyst compound

Reference£º
Article; Wu, Zhen-Yi; Yang, Sheng-Yan; Journal of Molecular Structure; vol. 1188; (2019); p. 244 – 254;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

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.7787-70-4, Copper(I) bromide it is a common compound, a new synthetic route is introduced below.7787-70-4

General procedure: 0.018g (0.182mmol) of CuCl was added to 0.340g (0.205mmol) of [PPh4]2[1] dissolved in 20mL of MeCN solution. After stirring the resultant solution for 1hat RT, the yellowish brown solution formed, which was filtered, and solvent was removed in vacuo. The precipitate was washed with Et2O and extracted with THF, then recrystallized with Et2O/MeOH/THF to give [PPh4]2[2a] (0.250g, 0.143mmol, 79% based on CuCl). Similarly, under the same reaction conditions, using CuBr and CuI, we have isolated a yellowish brown solid of [PPh4]2[2b] (96% based on CuBr) and [PPh4]2[2c] (71% based on CuI), respectively, upon crystallization from Et2O/THF.

With the rapid development of chemical substances, we look forward to future research findings about Copper(I) bromide

Reference£º
Article; Shieh, Minghuey; Miu, Chia-Yeh; Liu, Yu-Hsin; Chu, Yen-Yi; Hsing, Kai-Jieah; Chiu, Jung-I; Lee, Chung-Feng; Journal of Organometallic Chemistry; vol. 815-816; (2016); p. 74 – 83;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

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.7787-70-4, Copper(I) bromide it is a common compound, a new synthetic route is introduced below.7787-70-4

General procedure: 0.022g (0.222mmol) of CuCl was added to 0.180g (0.109mmol) of [PPh4]2[1] dissolved in 20mL of MeCN solution at -35C. After stirring the resultant solution for 5min, the yellowish brown solution formed, which was filtered, and the filtrate was concentrated. A solution of Et2O (60mL) was added into the filtrate to precipitate the product at -35C. The precipitate was then washed with Et2O and dried to give [PPh4]2[3a] (0.107g, 0.058mmol, 53% based on [PPh4]2[1]). Similarly, under the same reaction conditions, using CuBr, we have isolated a yellowish brown solid of [PPh4]2[3b] (80% based on [PPh4]2[1]) upon crystallization from Et2O/MeCN.

As the paragraph descriping shows that 7787-70-4 is playing an increasingly important role.

Reference£º
Article; Shieh, Minghuey; Miu, Chia-Yeh; Liu, Yu-Hsin; Chu, Yen-Yi; Hsing, Kai-Jieah; Chiu, Jung-I; Lee, Chung-Feng; Journal of Organometallic Chemistry; vol. 815-816; (2016); p. 74 – 83;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

34946-82-2, Copper(II) trifluoromethanesulfonate is a copper-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 7.5 (4.7 mg, 0.0086 mmol) and copper (II) trifluoromethansulfonate (3.1 mg, 0.0086 mmol) were added to 0.5 mL of MeOH and allowed to stir at room temperature for 2 hours. The MeOH was removedin vacuoto yield a white solid (7.8 mg, quantitative)., 34946-82-2

The synthetic route of 34946-82-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; da Silva, Sara R.; Paiva, Stacey-Lynn; Bancerz, Matthew; Geletu, Mulu; Lewis, Andrew M.; Chen, Jijun; Cai, Yafei; Lukkarila, Julie L.; Li, Honglin; Gunning, Patrick T.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 18; (2016); p. 4542 – 4547;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II), cas is 14172-91-9, it is a common heterocyclic compound, the copper-catalyst compound, its synthesis route is as follows.,14172-91-9

(a) N-Bromosuccinimide (0.0131 g, 0.0737 mmol) was added with stirring to a solution of 0.02 g (0.0296 mol) of complex 5 in 10 mL of chloroform and the reaction mixture was heated under reflux for 5 min. The mixture was cooled, water was added, the organic layer was separated, washed with water, dried with Na2SO4, concentrated, chromatographed on aluminum oxide (using hexane, chloroform-hexane 1 : 2, and then chloroform as eluent), and reprecipitated from ethanol. Yield 0.016 g (0.0212 mmol), 72%. (b) N-Bromosuccinimide (0.00788 g, 0.0444 mmol) was added with stirring to a solution of 0.02 g (0.0296 mmol) of complex 5 in a mixture of 10 mL of chloroform and 1 mL of DMF, the reaction mixture was kept at ambient temperature for 35 min. The mixture was treated similarly to method a. Yield 0.017 g (0.0225 mmol), 76%. (c) A mixture of 0.02 g (0.0288 mmol) of porphyrin 2 and 0.052 g (0.288 mmol) of Cu(OAc)2 was dissolved in 10 mL of DMF, the reaction mixture was heated to reflux, cooled, poured into water, solid NaCl was added, the precipitate was separated by filtration, washed with water, dried, and chromatographed on aluminum oxide using chloroform as an eluent. Yield 0.02 g (0.0265 mmol), 85%. MS (m/z (Irel, %)): 754 (56) [M]+; for C44H27N4BrCu calcd.: 755. IR (nu, cm-1): 2926 s, 2855 m nu(C-H, Ph), 1790 w, 1680 w, 1488 s nu(C=C, Ph), 1457 m nu(C=N), 1366 m, 1345 s nu(C-N), 1193 s, 1169 w, 1146 m, 1072 m delta(C-H, Ph), 1005 s nu(C-C), 861 s, 796 s gamma(C-H, pyrrole ring), 749 s, 702 s, 689 m gamma(C-H, Ph). For C44H27N4BrCu anal. calcd. (%): C, 69.98; N,7.42; H, 3.60; Br, 10.58. Found (%): C, 69.72; N, 7.30; H, 3.65; Br 9.67.

With the synthetic route has been constantly updated, we look forward to future research findings about 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),belong copper-catalyst compound

Reference£º
Article; Chizhova; Shinkarenko; Zav?yalov; Mamardashvili, N. Zh.; Russian Journal of Inorganic Chemistry; vol. 63; 6; (2018); p. 732 – 735; Zh. Neorg. Khim.; vol. 63; 6; (2018); p. 695 – 699,5;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”