Ethers-buliding-blocks

2674-34-2, name is 1,4-Dibromo-2,5-dimethoxybenzene, 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. category: ethers-buliding-blocks

1, 4-diamino -2, 5- […] (1, 4-diamino-2, 5-dimethoxybenzene) (16.9mmol) and 30 parts by weight of diethyl ether (70 ml) at -78 C 1.55N of agitating n-BuLi (16.8mmol) in 11 ml of hexane of. input additional are mixed together. 1.5 in the maintaining -78 C mixture adaptation stirring time. Dichloro d methyl thread column (8.4mmol) and 30 parts by weight of diethyl ether in the -78 C a 2 ml is closed after charging additional adaptation stirring during night at room temperature. After 1.5 reflux time was are input, in water and and stirring. possibility layer hexane and water extraction of water and balancer in a washing machine after the washing phosphorous in the magnesium sulfate expresses water after to remove, is every. D-1 compounds via fractional distillation (45% yield) is obtained.

The synthetic route of 2674-34-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG DISPLAY CO., LTD.; SIN, IN AEY; LEE, SUNG JAE; BIN, JONG KWAN; LEE, BANG SOOK; SAW, BO MIN; YU, YOUNG JU; (45 pag.)KR2015/64794; (2015); A;,
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Adding a certain compound to certain chemical reactions, such as: 74137-36-3, name is 1,3-Dibromo-5-methoxybenzene, 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 74137-36-3, Quality Control of 1,3-Dibromo-5-methoxybenzene

General procedure: 2-Ethylhexyl 3-((3-bromo-5-methoxyphenyl)thio)propanoate was synthesised according to general procedures GP12 – from 1 ,3-dibromo-5-methoxybenzene (3.0 g, 1 1 .3 mmol), Pd2(dba)3 (0.25 mg, 2.5 mol%), Xantphos (0.32 mg, 5 mol%), 2-ethylhexyl-3-mercaptopropionate (1 .96 g, 9.02 mmol), DIPEA (4.15 ml_, 23.9 mmol) and toluene (30 ml_); 1 10 C, 8 h. Chromatography (12% EtOAc in hexane) afforded a pale orange solid (2.4 g, 66%). NMR (400 MHz, DMSO-c/6) delta 7.05 (t, J = 1 .6 Hz, 1 H), 6.99 (d, J = 2.0 Hz, 1 H), 6.87 (t, J = 2.0 Hz, 1 H), 3.95 (d, J = 5.6 Hz, 2H), 3.76 (s, 3H), 3.21 (t, J = 6.4 Hz, 2H), 2.63 (t, J = 6.8 Hz, 2H), 1 .52-1 .50 (m, 1 H), 1 .29-1 .24 (m, 8H), 0.87-0.82 (m, 6H). LCMS (ESI, -ve) m/z 217/219 (M-C11 H21O2)-. General procedures GP12 00690] Condition A – a mixture of bromide GP12_1 , Pd2(dba)3 (5 mol%), Xantphos (10 mol%), RSH (1 .0-1 .2 equiv.), NaO’Bu (1 .0-1 .2 equiv.) and ‘BuOH/toluene (1 :5) was degassed with argon and then stirred at 100 C for 16 h. After cooling to rt, the suspension was filtered through celite, washed with DCM and the solvent was removed under reduced pressure. Alternatively, the mixture was centrifuged at 2500 RPM for 5 minutes. The solution was decanted and concentrated under reduced pressure. The crude was purified by chromatography to afford sulfide GP12_2. (1128) [00691] Condition B – same as condition A, with DIPEA used instead of NaO’Bu and toluene used instead of ‘BuOH/toluene.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Dibromo-5-methoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; SPRINGER, Caroline; MARAIS, Richard; NICULESCU-DUVAZ, Dan; LEUNG, Leo; SMITHEN, Deborah; CALLENS, Cedric; TANG, Haoran; (403 pag.)WO2017/141049; (2017); A1;,
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Electric Literature of 54149-17-6, 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. 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under an argon atmosphere, sodium hydride (2.41g, 100 mmol) was suspended in THF (20 mL). Pyrrolidine (3.50 g, 50 mmol) dissolved in 30 mL of THF was added dropwise to the solution. The mixture was stirred at 25C for 15 h, then 1-bromo-2-(2-methoxyethoxy)ethane (9.15 g, 50 mmol) was added to the solution. After stirring at 70C for 15 h, the resulting suspension was filtered to remove the white precipitate. The solvent was removed from the filtrate by rotary evaporation to give the yellow crude product. The crude product was purified by distillation under reduced pressure. The fraction collected at 120C under a reduced pressure of 1 mm Hg afforded the pyrrolidine derivative 1-(2-(2-methoxyethoxy)ethyl)pyrrolidine (OE2py) as a colorless oil (yield=6.16 g, 72%). 1H NMR (CDCl3 relative to tetramethylsilane (TMS), 300 MHz): delta (ppm)=3.41 (m, 6H), 3.38 (s, 3H), 2.69 (t, J=5.2Hz, 2H), 2.55 (t, J=5.1Hz, 4H), 1.76 (m, 4H). MS (FAB+): m/z=174.2.

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-(2-methoxyethoxy)ethane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Horiuchi, Shunsuke; Zhu, Haijin; Forsyth, Maria; Takeoka, Yuko; Rikukawa, Masahiro; Yoshizawa-Fujita, Masahiro; Electrochimica Acta; vol. 241; (2017); p. 272 – 280;,
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Adding a certain compound to certain chemical reactions, such as: 19500-02-8, name is 3-Methoxy-2-methylaniline, 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 19500-02-8, Recommanded Product: 19500-02-8

Reference Production Example 4 (0558) A mixture of 15.0 g of 3-amino-1-methoxy-2-methylbenzene, 48.7 g of triphosgene, and 350 ml of toluene was stirred with heating under reflux for 3 hours. The reaction mixture allowed to cool was concentrated under reduced pressure to obtain 17.0 g of 1-methoxy-3-isocyanato-2-methylbenzene. 1-Methoxy-3-isocyanato-2-methylbenzene (0559) (0560) 1H-NMR (CDCl3) delta (ppm): 7.09 (1H, t, J=8.2 Hz), 6.72 (1H, dd, J=0.5, 8.0 Hz), 6.69 (1H, d, J=8.2 Hz), 3.82 (3H, s), 2.19 (3H, s).

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:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; HOU, Zengye; TAKAHASHI, Teruki; (156 pag.)US2016/174558; (2016); A1;,
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Synthetic Route of 934240-59-2, These common heterocyclic compound, 934240-59-2, name is 1-((4-Bromophenoxy)methyl)-2-fluorobenzene, 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.

Description 2j Methyl (2SV2-r(te/f-butoxycarbonvnaminol-5-f4-r(2- fluorobenzyl)oxylphenyl)-5-oxopentanoate (D2)To a stirred suspension of magnesium metal (9Og) in dry THF (60OmL) under a nitrogen atmosphere at room temperature was added iodine (0.3g). The mixture was heated to an internal temperature of 63-65C. A solution of 1-[(4- bromophenoxy)methyl]-2-fluorobenzene (D1 , 693g) in THF (150OmL) was added in two batches, firstly 45 mL was added in one go. Secondly, the remaining solution (1500 mL) was added dropwise. After addition, the reaction was heated at reflux for 1 h. The reaction mixture was cooled to room temperature. This reaction mixture was then added slowly to a solution of 1-te/f-butyl 2-methyl (2S)-5-oxopyrrolidine-1 ,2- dicarboxylate (ISOCHEM, 30Og) in THF (150OmL) cooled to -6OC, maintaining the internal temperature below -60C. The addition was completed in 1.25 hours. The reaction mixture was stirred for a further 1 hour after addition, lsopropyl alcohol (30OmL) was then added drop-wise whilst maintaining the temperature below -60C. A mixture of aqueous saturated ammonium chloride solution/aqueous saturated sodium chloride solution (2/1 ; 90OmL) was added whilst maintaining the temperature at -50C. Water (600 mL) was added to dissolve the yellow precipitate. The organic phase was separated and was washed with aqueous 13% NaCI solution (60OmL). The organic phase was concentrated to dryness. EtOAc (150OmL) was then added and the solution was evaporated under reduced pressure to remove water. The residue was purified by chromatography on silica gel eluting with cyclohexane / ethyl acetate (95:5 to 8:2) to afford the title compound (287 g); 1H NMR (600 MHz, DMSO- d6) ?(ppm): 7.93 (d, 2H); 7.57 (td, 1 H); 7.44 (m, 1 H); 7.27 (m, 3H); 7.14 (d, 2H); 5.24 (s, 2H); 4.04 (m, 1 H); 3.61 (s, 3H); 3.03 (m, 2H); 1.94 (m, 2H); 1.38 (s, 9H).

The synthetic route of 934240-59-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/122546; (2008); A1;,
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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. 20469-65-2, name is 1-Bromo-3,5-dimethoxybenzene, A new synthetic method of this compound is introduced below., Formula: C8H9BrO2

Example 28 Synthesis of 1-Bromo-3,5-dihydroxybenzene (33) [0118] 1-bromo-3,5-dimethoxybenzene (32) (1.00 g, 4.60 mmol) was dissolved in dry dichloromethane (40 ml) and cooled in an ice bath. Boron tribromide (1.33 ml, 13.82 mmol) was added and the mixture was stirred on 2 h. The mixture was allowed to warm up to room temperature and stirred overnight. Methanol (1.4 ml) was added drop-wise to terminate the reaction, and the mixture was poured into water (50 ml) and stirred at RT for 2 h. Reaction mixture was neutralized with NaHCO3 and the mixture extracted twice with ethyl acetate (30 ml). Combined organic layers were dried over Na2SO4 and evaporated to dryness. Product was purified by column chromatography using silica gel as stationary phase and methanol:dichloromethane (5:95) as eluent. Product was a white solid. Yield: 0.71 g (81%). 1HNMR (DMSO-d6, delta ppm): 9.68 (2H, s), 6.38 (2H, d, J=2 Hz), 6.19 (1H, dd, J=2 Hz).

The synthetic route of 20469-65-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DHR Finland OY; Meltola, Niko; Takalo, Harri; Sund, Henri; US2013/183771; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 39021-83-5, name is 1,4-Dimethoxy-2,3-dimethylbenzene, 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 39021-83-5, name: 1,4-Dimethoxy-2,3-dimethylbenzene

2.1.b 1-(chloromethyl)-2,5-dimethoxy-3,4-dimethylbenzene In a round bottom flask, methoxy- protected hydroquinone (1.10 g, 6.62 mmol) was dissolved in conc. HCl and stirred at rt. ZnCl2 (0.90 g, 6.62 mmol) and paraformaldehyde (0.27 g, 7.9 mmol) were then added and stirred at rt. After 2 h, water was added to the flask and the organics were extracted with ether (3*30 mL), dried over Na2SO4, and concentrated down to a green-brown solid. Flash column chromatography on silica gel in a solution of 2% ether:hexanes afforded an off-white solid that contained a 4:1 mixture of the inseparable mono- and dichloromethylquinone (1.12 g, 91%). This mixture was taken on to the next step without further purification.

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:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; US2007/203080; (2007); A1;,
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These common heterocyclic compound, 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, 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. 20781-20-8

Intermediate 3C:; [00197] To Intermediate 3B (3.0 g, 11.99 mmol) in toluene (18 mL) was added (2,4-dimethoxyphenyl)methanamine (2.476 mL, 16.48 mmol). The mixture was stirred at 125 0C (oil bath) for 3.5 h. The color changed from deep red to yellow. After the mixture cooled to rt, it was triturated with EtOAc/hexanes (1 : 2) and left standing overnight. The yellow precipitate was collected by filtration to give Intermediate 3C (3.92 g, 96% yield).

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 20781-20-8.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/79836; (2008); A2;,
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Electric Literature of 929-75-9, A common heterocyclic compound, 929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, molecular formula is C8H20N2O3, 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 for the preparation of compounds 10-15 (B) (0016) The appropriate diamines were added to compound 1a and Na2CO3 (2eq.) with stirring in DMF (5mL). The mixture was stirred overnight at room temperature. After completion, as judged by TLC, the solvent was evaporated under reduced pressure. The mixture was resolved in EtOAc and washed twice with water and brine. The organic layer was dried over Na2SO4, then filtered and concentrated. The crude product was purified by column chromatography (CH2Cl2/MeOH, 25/1 v/v) to give the target compound as a white solid.

The synthetic route of 929-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yu, Fei; Peng, Yiyun; Wang, Qi; Shi, Yongying; Si, Longlong; Wang, Han; Zheng, Yongxiang; Lee, Emily; Xiao, Sulong; Yu, Maorong; Li, Yingbo; Zhang, Chuanling; Tang, Hengli; Wang, Chunguang; Zhang, Lihe; Zhou, Demin; European Journal of Medicinal Chemistry; vol. 77; (2014); p. 258 – 268;,
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Related Products of 60792-79-2, 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. 60792-79-2, name is 2,2′-Oxybis(ethylamine) dihydrochloride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[0241j In a typical run, sodium hydroxide (400 mg, 10 mmol) was dissolved in MeOH (70 mL) and 2-(2-aminoethoxy)ethanamine dihydrochloride (1.0 g, 5.65 mmol) was added. The resulting reaction mixture was stirred at room temperature for 30 mm. A solution containing Boc2O (740 mg, 3.40 mmol) in THF (15 mL) was then added dropwise, at room temperature, over a period of 15 mm. The resulting reaction mixture was stirred at room temperature for 18 h. It was then concentrated under reduced pressure. The resulting residue was taken up in CH2C12 (200 mL) and stirred vigorously at room temperature for 4 h. The mixture was filtered and the filtrate was concentrated under reduced pressure to afford tertbutyl 2-(2-aminoethoxy)ethylcarbamate (850 mg, 74%).

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, 2,2′-Oxybis(ethylamine) dihydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CATABASIS PHARMACEUTICALS, INC.; MILNE, Jill C.; JIROUSEK, Michael R.; VU, Chi B.; WO2013/177536; (2013); A2;,
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