Month: March 2021

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. 10541-78-3, name is 2-Methoxy-N-methylaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 10541-78-3

Bromoacetyl chloride (0.425 mL, 5.1 mmol) in dry dichloromethane (5 mL) was added dropwise to a solution containing the respective amine (4.1 mmol) and a catalytic amount of dimethylaminopyridine (DMAP) (0.150 g, 30 mmol %) in dry dichloromethane (20 mL) maintained in an ice bath under argon atmosphere. The resulting solution was stirred at 0 C for 30 min, and the temperature was then increased to 25 C. After stirring for additional 4 hours, the reaction mixture was diluted with diethyl ether (50 mL). All of the stirring time was accomplished under an argon atmosphere. The organic layers were washed sequentially with a solution of 1 N HCl (2 ¡Á 50 mL), water (1 ¡Á 100 mL), saturated aqueous NaHCO3 (3 ¡Á 50 mL), and brine (5% w/v, 1 ¡Á 50 mL). Finally, the organic solution was dried over anhydrous MgSO4 and evaporated under vacuum, and the residue was purified by flash chromatography on silica gel and eluted with chloroform-methanol (40:1).

The synthetic route of 10541-78-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Giacobbo, Bruno Couto; Pissinate, Kenia; Rodrigues-Junior, Valnes; Villela, Anne Drumond; Grams, Estevao Silveira; Abbadi, Bruno Lopes; Subtil, Fernanda Teixeira; Sperotto, Nathalia; Trindade, Rogerio Valim; Back, Davi Fernando; Campos, Maria Martha; Basso, Luiz Augusto; Machado, Pablo; Santos, Diogenes Santiago; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 491 – 501;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 168971-68-4, name is 1-Bromo-2-fluoro-4-(trifluoromethoxy)benzene, 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 168971-68-4, Safety of 1-Bromo-2-fluoro-4-(trifluoromethoxy)benzene

Reference Example 1432-Fluoro-4-(trifluoromethoxy)aniline A mixture of 4-bromo-3-fluoro(trifluoromethoxy)benzene (6.6 g, 26 mmol), benzophenone imine (6.4 mL, 38 mmol), Pd2(dba)3 (0.58 g, 0.64 mmol), Xantphos (1.5 g, 2.6 mmol) and sodium tert-butoxide (3.7 g, 38 mmol) in 1,4-dioxane (120 mL) was stirred at 100 C. under N2 atmosphere for 5 h. After stirring at room temperature overnight, the mixture was concentrated under reduced pressure. The residue was partitioned between AcOEt and water. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was chromatographed on silica gel (0/100-5/95 AcOEt/hexane) to give a yellow oil. The residual oil was dissolved in THF (150 mL), and 1 M HCl aqueous solution (50 mL) was added to the mixture. After stirring at room temperature for 1 h, the mixture was basified with 8 M NaOH aqueous solution and extracted with diethyl ether. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was chromatographed on silica gel (0/100-5/95 AcOEt/hexane) to give the title compound (4.2 g, 85% yield) as a pale yellow oil: 1H NMR (300 MHz, DMSO-d6): delta ppm 5.36 (2H, s), 6.75-6.85 (1H, m), 6.89-6.94 (1H, m), 7.12 (1H, dd, J=11.7, 2.3 Hz).

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, 1-Bromo-2-fluoro-4-(trifluoromethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Taniguchi, Takahiko; Kawada, Akira; Kondo, Mitsuyo; Quinn, John F.; Kunitomo, Jun; Yoshikawa, Masato; Fushimi, Makoto; US2010/197651; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 450-88-4, 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. 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

Diisopropylamine (9.6 mL, 69 mmol) was dissolved in THF (100 mL) under nitrogen atmosphere. The solution was cooled to -78 C, and n-BuLi (21.6 mL, 2.5M in hexanes) was added over 10 mm. The resulting solution was stirred at -78 C for an additional 20 mm. Then, a solution of 1-bromo-4-fluoro-2-methoxybenzene (10 g, 49 mmol) in THF (20 mL) was added dropwise over 15 mm. The mixture was stirred at -78 C for 1 hour. DMF (4.2 mL, 54 mmol) was added dropwise over 5 mm, and the reaction mixture was stirred at -78 C for another 45 mm. Saturated aqueous NH4Cl (50 mL) was added, and the mixture was allowed to warm to room temperature and then diluted with Et20 (200 mL) and 2N HCl (100 mL). The organic layer was separated, and the aqueous layer was extracted with Et2O (2×50 mL). The combined organics were washed with brine (50 mL), dried (Na2SO4), concentrated in vacuo and purified by column chromatography on silica gel (1:50 EA/PE) to afford the title compound as a yellow solid (9.7 g). 1H NMR (400 MHz, CDCl3): oe 10.35 (s, 1H), 7.77-7.74 (m, 1H), 6.92-6.87 (m, 1H), 3.97 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-fluoro-2-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SERAGON PHARMACEUTICALS, INC.; SMITH, Nicholas, D.; GOVEK, Steven, P.; KAHRAMAN, Mehmet; JULIEN, Jackaline, D.; NAGASAWA, Johnny, Y.; DOUGLAS, Karensa, L.; BONNEFOUS, Celine; LAI, Andiliy, G.; WO2013/142266; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 1462-37-9, 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. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

To N-Boc-L-tyrosinemethyl ester 17 (2 g, 6.8 mmol) indry DMF (20 ml) was added 2 equiv. of 2-bromo-O-benzyl-ethanol (2.9 g, 13.6 mmol) along with 3 equiv. of K2CO3(2.8 g, 20.4 mmol) at room temperature for 1h gave the arylalkyl ether inquantitative yield. The reaction mixture was quenched with ice and extractedwith cold EtOAc (2 x 50 ml). The organic extracts were washed with cold brine(30 ml) and dried over anhydrous Na2SO4. The solvent wasremoved under reduced pressure. The resulting crude product was purified bysilica gel column chromatography using hexanes : EtOAc (9:1) as eluent to givethe 18 (2.5 g) in 87percent yield.1H NMR (CDCl3300 MHz): delta7.4-7.28 (m, 5H), 7.02 (d, J = 8.5 Hz, 2H), 6.85 (d, J = 8.5 Hz, 2H), 4.99-4.91 (m, 0.5H),4.13 (t, J = 4.5Hz, 2H), 3.82 (t, J = 5.1Hz, 2H), 3.7 (s, 3H), 3.1-3.0 (m,2H), 1.42 (s, 9H). 13C NMR (CDCl3, 75 MHz) :delta172.4, 157.8, 155.0, 137.9, 130.2, 128.3, 128.0, 127.7, 127.6, 114.6, 79.8,73.3, 68.4, 67.3, 54.4, 52.1, 37.3, 28.2.IR (KBr): upsilon 2977, 2933, 2873, 1740,1695, 1613, 1585, 1512, 1481, 1392, 1368, 1330, 1248, 1220, 1163, 1072, 963,861, 772, 699 cm-1HRMS (ESI) m/zcalcd for C24H31NO6: 430.2208, found: 430.2224[M+H]+.[alpha]D25: -9.0(c = 1.0, CHCl3).

The chemical industry reduces the impact on the environment during synthesis ((2-Bromoethoxy)methyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Kumar, Harish; Reddy, A. Srinivas; Reddy, B.V. Subba; Tetrahedron Letters; vol. 55; 9; (2014); p. 1519 – 1522;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 1579-40-4, name is Di-p-tolyl Ether belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Di-p-tolyl Ether

Representative Experimental Protocol: 2,7-Dimethyl-9-(4-nitro)phenyl xanthen-9-ol (R = NO2: 3e): Di-p-tolyl ether (1, 5 g, 25.5 mmol), 4-nitro benzoic acid (5.13 g, 30.7 mmol) and ZnCl2 (10 g, 73.4 mmol) are taken into a 100 ml double neck RB flask and charged with POCl3 (7.5 mL) and heated to 95 C for 4 h. The reaction mixture turned into a brown viscous mass that was difficult to stir. The reaction mixture was then cooled to room temperature and crushed ice was added slowly while keeping the low temperature. To the above mixture was added H2O (75 mL) and stirred for 12 h. The above reaction mixture was filtered and the residue was washed with H2O (20 mL) and hexane (20 mL) to afford 4-nitro-DMPx 3e as white powder. The crude product was dissolved in EtOAc and washed with NaHCO3 to remove the excess of 4-nitro benzoic acid. The EtOAc layer was evaporated under reduced pressure to furnish the desired product as fine powder 7.5 g (86%).

The synthetic route of 1579-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Banerjee, Shyamapada; Srishylam; Rajendra Prasad; Migawa, Michael T.; Swayze, Eric E.; Sanghvi, Yogesh S.; Tetrahedron Letters; vol. 53; 35; (2012); p. 4669 – 4672;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 452-08-4, 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. 452-08-4, name is 2-Bromo-4-fluoro-1-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 107 9-Fluoro-1,2-dihydro-2,2,4-trimethyl-5-coumarino[3,4-f]quinoline (Compound 207, structure 41 of Scheme XI, where R1 =H, R2 =F) 5-Fluoro-2-methoxyphenylboronic acid (structure 37 of Scheme XI; where R1 =H, R2 =F) In a 200-mL flask, a solution of 2-bromo-4-fluoroanisole (Aldrich: 4.00 mL, 30.8 mmol) in THF (50 mL) was cooled to -78 C. (CO2 /IPA). To this solution n-BuLi (Aldrich: 2.5M in hexanes; 12.4 mL, 31 mmol, 1.0 equivuiv) was added dropwise over a 30 min period. The reaction mixture was stirred at -78 C. for 60 min and treated with trimethylborate (Aldrich: 10.5 mL, 92.4 mmol, 3.0 equivuiv). The reaction mixture was allowed to slowly warm to rt, stirred overnight (12 h), and cooled to 0 C. (ice/H2 O). The solution was treated with 5% HCl until the pH reached 6. The reaction mixture was poured into sat’d NH4 C80 mL) and extracted with CH2 Cl2 (3*100 mL). The extracts were washed with sat’d NH4 Cl (1*80 mL), combined, dried (MgSO4), filtered through a pad of Celite, and concentrated to afford 4.90 g (94%) of a white semi-solid. Data for 5-fluoro-2-methoxyphenylboronic acid: 1 H NMR (400 MHz, acetone-d6): 7.47 (dd, J =8.8, 3.3, 1 H); 7.17 (m, 1 H); 7.05 (dd, J=9.0, 3.9, 1 H); 3.93 (s, 3 H).

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-4-fluoro-1-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5696133; (1997); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 5414-19-7, A common heterocyclic compound, 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, molecular formula is C4H8Br2O, 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.

The t-butyl ester from Part D (3 g, 6.2 mmol), N,N-Dimethylformamide (15 mL), K2CO3 (2.76 g, 20 mmol), 2-bromoethyl ether, Aldrich, (1.75 g, 7.6 mmol), and 18-Crown-6 (0.49 g, 1.86 mmol) were heated together at 65 C. under an N2 atmosphere overnight. An additional 1 g of K2CO3 (7.2 mmol) and 0.87 g of 2-bromoethyl ether (3.78 mmol) were added to the mixture, and it was again stirred overnight at 65 C. under an N2 atmosphere. The reaction mixture was cooled to ambient temperature, and then added to deionized water (75 mL) and ethyl acetate (200 mL). The layers were separated, and the aqueous layer was back-extracted with ethyl acetate (50 mL). The combined ethyl acetate layers were washed with 100 mL of each of a 1:1 mixture of deionized water:saturated NaCl(aq) and saturated NaCl(aq), dried over MgSO4, filtered, and concentrated in vacuo. Chromatography (on silica, ethyl acetate/hexanes) produced 1.76 g (51.24%) a t-butyl ester pyran in the form of a solid.

The synthetic route of 5414-19-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Barta, Thomas E.; Becker, Daniel P.; Bedell, Louis J.; Boehm, Terri L.; Brown, David L.; Carroll, Jeffery N.; Chen, Yiyuan; Fobian, Yvette M.; Freskos, John N.; Gasiecki, Alan F.; Grapperhaus, Margaret L.; Heintz, Robert M.; Hockerman, Susan L.; Kassab, Darren J.; Khanna, Ish K.; Kolodziej, Stephen A.; Massa, Mark A.; McDonald, Joseph J.; Mischke, Brent V.; Mischke, Deborah A.; Mullins, Patrick B.; Nagy, Mark A.; Norton, Monica B.; Rico, Joseph G.; Schmidt, Michelle A.; Stehle, Nathan W.; Talley, John J.; Vernier, William F.; Villamil, Clara I.; Wang, Lijuan J.; Wynn, Thomas A.; US2005/9838; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 589-10-6, name is (2-Bromoethoxy)benzene, molecular formula is C8H9BrO, 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: 589-10-6

3)0.24 g (10 mmol) of sodium hydride and 15 ml of N, N-dimethylformamide were added to a 50 ml round bottom flask,Stirred at room temperature for 10 minutes,Another 2.5 g (10 mmol) of compound 2 was addedAnd 10 mmol of 2-phenoxybromoethane,And TLC detection to the end of the reaction,The reaction mixture was then poured into 500 ml of ice water, extracted three times with 100 ml of ethyl acetate,The organic phases are combined, the solvent is evaporated to dryness,The resulting residue was purified by silica gel column chromatography (V dichloromethane: V methanol = 100: 1)Compound 3 (2.3 g, yield 63%) was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 589-10-6, its application will become more common.

Reference:
Patent; Guangxi Normal University; Chen Zhenfeng; Liang Hong; Liu Yancheng; Lu Xing; Huang Kunyuan; (13 pag.)CN106478677; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 145903-31-7, 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. 145903-31-7, name is 7-Methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: To a stirred solution of 2-(benzyloxy)ethanol (17.0 g, 1 1 1 .84 mmol) and PPh3 (35.0 g, 134.21 mmol) in DCM (170 mL) at -10 Patent; GRUeNENTHAL GMBH; FRANK, Robert; CHRISTOPH, Thomas; SCHIENE, Klaus; DE VRY, Jean; DAMANN, Nils; LESCH, Bernhard; BAHRENBERG, Gregor; SAUNDERS, Derek John; STOCKHAUSEN, Hannelore; KIM, Yong-Soo; KIM, Myeong-Seop; LEE, Jeewoo; WO2013/68461; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 7252-83-7, A common heterocyclic compound, 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, molecular formula is C4H9BrO2, 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.

Following a modified procedure,[9] under a N2 atmosphere, 8a (867 mg, 1.44 mmol) andCs2CO3 (3.05 g, 9.36 mmol) were placed in a 100 mL sealed tube. 2-Bromo-1,1-dimethoxyethane (9) (1.60 g, 9.5 mmol) and solvent DMF (30 mL) were added via cannula.The reaction mixture was stirred at 110 C for 24 h. At ambient temperature, the mixture wasdiluted with EtOAc (250 mL) and washed with H2O (3¡Á60 mL) and brine (60 mL). Theorganic phase was dried over Na2SO4 and concentrated. The residue was purified by columnchromatography over silica gel (n-hexane/EtOAc 5/1) to give S10 (804 mg, 81%) as acolorless solid. M. p. = 162-163 C. 1H NMR (300 MHz, CDCl3) delta = 6.92 (s, 1H), 6.91 (s,1H), 6.92-6.78 (m, 4H), 6.79 (d, J = 8.8 Hz, 1H), 6.71 (d, J = 1.1 Hz, 1H), 4.85 (t, J = 5.5 Hz1H), 4.62-4.41 (m, 5H), 3.65 (s, 3H), 3.63 (s, 3H), 3.45 (s, 3H), 3.31 (s, 6H), 1.38 (d, J =6.1 Hz, 6H), 1.33 (d, J = 6.1 Hz, 6H), 1.31 (d, J = 6.1 Hz, 6H). 13C NMR (125 MHz, CDCl3)delta = 155.6 (Cq), 150.1 (Cq), 149.5 (Cq), 147.4 (Cq), 147.2 (Cq), 146.5 (Cq), 146.2 (Cq), 146.1(Cq), 144.0 (Cq), 127.7 (Cq), 127.4 (Cq), 123.8 (CH), 123.4 (CH), 122.2 (Cq), 118.5 (Cq),115.9 (CH), 115.2 (CH), 115.0 (CH), 114.6 (Cq), 114.5 (CH), 110.2 (Cq), 105.3 (CH), 104.4(CH), 103.5 (CH), 71.5 (CH), 71.5 (CH), 71.2 (CH), 55.9 (CH3), 55.8 (CH3), 55.6 (CH3), 55.3(CH3), 47.9 (CH2), 22.1 (CH3), 21.9 (CH3). IR (neat): 2975, 2931, 1703, 1517, 1463, 1257,1107, 1031, 752 cm-1. MS (ESI) m/z (relative intensity) 712 (100) [M+Na+], 690 (50)[M+H +], 658 (80). HR-MS (ESI) m/z calcd for C39H48NO10 [M+H+] 690.3273, found690.3267.

The synthetic route of 7252-83-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mei, Ruhuai; Zhang, Shou-Kun; Ackermann, Lutz; Synlett; vol. 28; 14; (2017); p. 1715 – 1718;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem