Ethers-buliding-blocks

Synthetic Route of 126-38-5,Some common heterocyclic compound, 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, molecular formula is C5H11BrO2, 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 4-bromopyridin-2-amine (1.08 g, 6.24 mmol)Add in H2O (20mL) solution1-bromo-2,2-dimethoxypropane (5.59 g, 30.5 mmol)And 4-methylbenzenesulfonic acid (209.4 mg, 1.216 mmol).The reaction mixture was heated to reflux and stirred for 12 hours.After the reaction,Adjust to pH=10 with a saturated aqueous solution of Na2CO3.The resulting mixture was extracted with EtOAc (100 mL¡Á3).The combined organic phases were dried over anhydrous sodium sulfate.Filter and concentrate under reduced pressure.The residue was purified by silica gel column chromatography (EtOAc /EtOAcThe title compound was obtained as a yellow solid (750 mg, yield 57%).

The synthetic route of 126-38-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
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Related Products of 41365-75-7, 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 41365-75-7 as follows.

Compound 28: To a suspension of sodium carbonate (31 g, 0.37 mol) in water (50 ml) was added a solution of 1-amino-3,3-diethoxypropane (10.00 mL, 61.81 mmol) in DCM (50 mL) followed by cooling to 0 C. benzenesulfonyl chloride (7.65 mL, 60.0 mmol) was added at 0 C. with vigorous stirring followed by warming to 20 C. and continued stirring for 2 h after which time MTBE (150 mL) was added. Organic layer was separated, washed with 1.0 M of HCl (50 mL), saturated NaHCO3 (50 g), water (50 g), concentrated and azeotroped to dry two times with MTBE (150 mL¡Á2) to provide N-(3,3-diethoxypropyl)benzenesulfonamide, 28 (17.34 g, 60.34 mmol, 97% yield) as light yellow clear oil.

According to the analysis of related databases, 41365-75-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CARLSON, ERIC; HANSEN, HANS; HAWKINS, LYNN; ISHIZAKA, SALLY; MACKEY, MATTHEW; SCHILLER, SHAWN; OGAWA, CHIKAKO; DAVIS, HEATHER; US2015/105370; (2015); A1;,
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Application of 91273-58-4, 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. 91273-58-4, name is ((3-Bromo-2-methylpropoxy)methyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 3 rac. E-1-benzyloxy-2-methyl-5-hepten-4-ol A slurry of 0.55 g. (0.0236 mole) of magnesium powder in 15 ml. of anhydrous tetrahydrofuran was stirred and heated at reflux while a few drops of a solution of 5 g. (0.0206 mole) of rac. 3-benzyloxy-2-methyl-1-propyl bromide in 30 ml. of anhydrous tetrahydrofuran was added followed by a crystal of iodine. After the Grignard reaction had begun, the remainder of the bromide solution was added dropwise over 35 min. at reflux temperature. The reaction mixture was stirred and heated under reflux for an additional hour then cooled 0-5 C. (ice bath) while a solution of 1.56 g. (0.022 mole) of crotonaldehyde in 15 ml. of anhydrous tetrahydrofuran was added over a 15 min. period. After stirring at room temperature for 2.5 hours, the reaction mixture was poured onto saturated aqueous ammonium chloride and the product was extracted with ether and worked up as in Example 1. The residue (4.62 g.) was chromatographed on 250 g. of silica gel. Elution with 4:1 parts by volume and 2:1 parts by volume hexane-ether gave 3.36 g. of rac. E-1-benzyloxy-2-methyl-5-hepten-4-ol as a pale yellow oil, b.p. 110-120 C. (bath temperature) (0.075 mm Hg.).

The synthetic route of ((3-Bromo-2-methylpropoxy)methyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; US4041058; (1977); A;,
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Adding a certain compound to certain chemical reactions, such as: 101-55-3, name is 1-Bromo-4-phenoxybenzene, 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 101-55-3, Quality Control of 1-Bromo-4-phenoxybenzene

4-phenoxyphenylboronic acid (Intermediate V) To a solution of 4-phenoxybromobenzene (98.2 g, 0.39 mol) in dry THF (800 mL) under nitrogen at -78 C. was added n-BuLi (2.5M solution in hexanes) (172 mL, 0.43 mol) dropwise. A temperature rise to -65 C. was observed. On complete addition, the mixture was allowed to stir at -78 C. for 15 min. Triisopropylborate (109.2 mL, 0.473 mol) was added dropwise over 30 min. On complete addition, a suspension was observed. The mixture was allowed to warm to 0 C. over 1 hr, stirred at 0 C. for 4 hrs. The reaction was quenched by the dropwise addition of water (300 mL) such that the internal temperature <20 C. (ice-cooling required). The mixture was allowed to warm to room temperature overnight then evaporated to dryness. The residue was suspended in water (600 mL) and acidified by the cautious addition of conc. HCl. The resulting precipitate was collected by filtration and dried in vacuo at 45 C. The solid was ground to a fine powder and triturated with petroleum ether (40-60 C.). The pale solid was filtered and dried to give 4-phenoxyphenylboronic acid(68.8g, 83%). 1H NMR (250 MHz, d6-DMSO):7.99 (1H, m), 7.91 (1H, t), 7.83 (1H, d), 7.4 (2H, m), 7.14 (1H, m), 6.92-7.07 (5H, m). Microanalysis:Req. C(71.4%), H(5.45%), Found C(70.25%), 1H(4.7%) 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-4-phenoxybenzene, other downstream synthetic routes, hurry up and to see. Reference:
Patent; Abbott Laboratories; US2002/156081; (2002); A1;,
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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. 7664-66-6, name is 4-Isopropoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C9H13NO

Phenyl chloroformate (15.2 kg, 97.1 mol) was dissolved in toluene (115.7 kg) and cooled to 3 0C. 4-isopropoxyaniline (III) (13.3 kg, 88.0 mol) was mixed with acetonitrile (43.4 kg) and slowly added to the phenyl chloroformate solution over 1 hour 40 minutes, followed by slow addition of triethylamine (9.8 kg, 96.8 mol) over 46 minutes. The mixture was heated to 17.5 0C and stirred for 3 hours 30 minutes until the reaction was deemed complete by HPLC. The product solution was washed with IN HCl, followed by removing acetonitrile though an azeotropic distillation with additional toluene (52.3 kg). The solution was heated to 58 0C before slowly adding heptane (43.7 kg) over 1 hour 2 minutes, after which the slurry was cooled to 23.5 0C over 2 hours 35 minutes and stirred for an additional 2 hours 51 minutes. The material was isolated, washed twice with heptane, and dried at < 40 0C for 3 hours 49 minutes. The product was discharged, yielding 19.1kg of the title compound (HIa) (80% yield, 100% purity HPLC AUC). 1H NMR (300 MHz, CD3OD, delta): 7.38 (m, 4H), 7.19 (m, 3H), 6.86 (d, J = 9Hz 2H), 4.52 (sept, J = 6Hz, IH), 1.28 (d, J = 6Hz, 6H). 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 7664-66-6. Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC; ARMITAGE, Ian; BOURLAND, Michael, E.; BOYLE, Craig, J.S.; COOPER, Martin, Ian; FERDOUS, Abu, J.; LANGSTON, Marianne; WO2010/59239; (2010); A2;,
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These common heterocyclic compound, 175278-09-8, name is 4-Bromo-2-(trifluoromethoxy)aniline, 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. Product Details of 175278-09-8

4-Bromo-2-trifluoromethoxy-phenylamine (13 g, 0.05 mol) and But-2-ynedioic acid diethyl ester (10.3 g, 0.12 mol) were dissolved in EtOH (120ml) in a 500 ml round bottom flask and refluxed. The reaction was monitored by LC-MS. 3 h later; 0.3 eq. but-2-ynedioic acid diethyl ester was added. At t = 5h, the reaction mixture was concentrated down to remove the solvent under vacuum, a thick oil was obtained and was used without purification for the next step. MS [M+H]+ = 426.

The synthetic route of 4-Bromo-2-(trifluoromethoxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; CAI, Zhenhong, R.; DU, Zhimin; JI, Mingzhe; JIN, Haolun; KIM, Choung, U.; MISH, Michael, R.; PHILLIPS, Barton, W.; PYUN, Hyung-jung; SHENG, Xiaoning, C.; WU, Qiaoyin; ZONTE, Catalin, Sebastian; WO2011/156610; (2011); A2;,
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Reference of 701-56-4, 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. 701-56-4, name is 4-Methoxy-N,N-dimethylaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-(N,N-dimethylamino)-3-nitrosoanisole (123). To a stirred solution of N,N-dimethylanisidine 122 (3.09 g, 20.4 mmol) in 5% HCI (30 ml. ), NaNO2 (1.94 g, 28.2 mmol) in 10 mL water was added dropwise upon ice/water bath cooling, and reaction was stirred for 15 min. The mixture was poured in 200 mL of 3N NaOAc (200 mL) and extracted with EtOAc (3 x 150 mL). The combined extract was washed with sat. NaHCO3 (200 mL), brine (200 mL), dried over Na2SO4 and evaporated to give nitroso derivative 123 (3.68 g, 100%) as brown solid.

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

Reference:
Patent; INVITROGEN CORPORATION; WO2008/76524; (2008); A2;,
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Application of 7252-83-7, 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. 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-morpholinobenzothioamide (2.22 g, 10 mmol) in EtOH (50 mL) were added 2-bromo- 1,1 -dimethoxyethane (1.69 g, 10 mmol) and p-toluenesulfonic acid (1.90 g, 10 mmol). The reaction mixture was heated at 95 C overnight, then cooled to rt and filtered. The filter cake was dried to give the title compound as a yellow solid (2.00 g, 8 1%).

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

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; ZHANG, Jiancun; WANG, Xiaojun; LIN, Runfeng; CAO, Shengtian; WANG, Zhaohe; LI, Jing; WO2014/12360; (2014); A1;,
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Synthetic Route of 13940-96-0, The chemical industry reduces the impact on the environment during synthesis 13940-96-0, name is 4-Phenoxybenzene-1,2-diamine, I believe this compound will play a more active role in future production and life.

In a 1000 ml flask equipped with a stirring blade and a reflux condenser, 750 g of a methyl t-butyl ether solution containing 12% by mass of 3,4-diaminodiphenyl ether and 150.8 g (1.13 mol) of acetic anhydride were charged, The reaction was carried out for 2 hours under heating reflux. From the reaction solution, about 500 g of methyl t-butyl ether was distilled off under reduced pressure to obtain a concentrated solution. The obtained concentrated liquid was poured into 1,000 g of a 20% sodium hydroxide aqueous solution to precipitate an N, N-diacetylated product of 3,4-diaminodiphenyl ether to obtain a solid-liquid mixture.

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, 4-Phenoxybenzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JFE CHEMICAL CORPORATION; MORI, HIROAKI; (9 pag.)JP2016/6020; (2016); A;,
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Related Products of 38336-04-8, 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. 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred solution of compounds 21a, b (0.5mmol) in anhydrous DCM (20mL) was added BOP-Cl (0.6mmol), Et3N (1.5mmol) and the amino parts (3, 4, 8a-l, 9a-d, 13a,b, 14a,b, 16a-i, 18, 22a,b and 23) at room temperature. The mixture was stirred overnight at the same temperature, and washed by H3PO4 solution (1%), saturated NaHCO3 solution and brine, dried over anhydrous MgSO4, filtered, and concentrated. The residue was purified by Flash column chromatography (DCM/MeOH, 0-10%) to afford the crude target compounds as yellow solids. The solid was further purified by treating with EtOAc and hexane (11mL, 1: 10) to yield the target compounds (24, 25, 26a-l, 27a-g, 28a,b, 29a,b, 30a-i, 31, 32a,b, 33).

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-(Benzyloxy)-1-ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lv, Kai; Li, Linhu; Wang, Bo; Liu, Mingliang; Wang, Bin; Shen, Weiyi; Guo, Huiyuan; Lu, Yu; European Journal of Medicinal Chemistry; vol. 137; (2017); p. 117 – 125;,
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