Author: Jessica.F

Reference of 18800-30-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 18800-30-1 name is 1-Bromo-4-(2-bromoethoxy)benzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

EXAMPLE 6 1-(5-Amino-4H-1,2,4-triazol-3-yl)-4-[2-(4-bromophenoxy)ethyl]piperazine A mixture of 56.0 g (0.2 moles) of 2-bromoethyl p-bromophenyl ether and 45.6 g (0.4 moles) of 1-formylpiperazine in 500 ml of 2-propanol was heated at reflux for 18 hours. The mixture was cooled and filtered. The filter was washed with 2-propanol and the filtrate was evaporated to an oil in vacuo. Water was added and the oil was extracted three times with about 200 ml of chloroform. The extracts were combined, dried over magnesium sulfate and filtered. The filtrate was evaporated to an oil to which 250 ml of 5N sodium hydroxide was added. The mixture was refluxed for 18 hours, cooled and extracted three times with about 200 ml of chloroform. The extracts were combined, dried over magnesium sulfate and evaporated to an oil. The oil was distilled, bp 125-128 C./0.05 mm of mercury, and gave 40 g of 1-[2-(4-bromophenoxy)ethyl]-piperazine as a yellowing oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4-(2-bromoethoxy)benzene, and friends who are interested can also refer to it.

Reference:
Patent; American Cyanamid Company; US4582833; (1986); A;,
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Related Products of 6851-80-5, 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. 6851-80-5, name is 1-(2-Methoxyphenyl)-N-methylmethanamine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of the intermediates 3a-3e (5 mmol) and corresponding secondary amine 4a-4g (5.5 mmol) was added in CH3CN (20 ml) at the presence of anhydrous K2CO3 (6 mmol). The mixture was heated at 65 C for 6-10 h. The solvent was evaporated in vacuo. The residue was dissolved in CH2Cl2 (25 mL), washed with water (20 mL ¡Á 3), and the combined organic phases were washed with saturated aqueous NaCl (30 mL), dried over sodium sulfate, and filtered. The solvent was evaporated under reduced pressure. The residue was purified on a silica gel chromatography using mixtures of petroleum/acetone as eluent to get the target products TM-1~TM-28.

The chemical industry reduces the impact on the environment during synthesis 1-(2-Methoxyphenyl)-N-methylmethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Sang, Zhipei; Wang, Keren; Wang, Huifang; Yu, Lintao; Wang, Huijuan; Ma, Qianwen; Ye, Mengyao; Han, Xue; Liu, Wenmin; Bioorganic and Medicinal Chemistry Letters; vol. 27; 22; (2017); p. 5053 – 5059;,
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38380-85-7, name is 1-Bromo-4-cyclopropoxybenzene, 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. Product Details of 38380-85-7

7?-BuLi (2. 5 M in hexane, 9.76 mL, 24.4 mmol) was added over 17 min to a solution of l-bromo-4-cyclopropoxybenzene (5.0 g, 23.4 mmol) in THF (80 mL) at -78 0C. After 40 min, B(OEt)3 (5.9 mL, 34.3 mmol) was added and the mixture was allowed to reach rt and was stirred at rt for 18 h. The mixture was cooled to 0 0C and HCl (aq, 1 M, 70 mL) was added. After 30 min the mixture was extracted with f-BuOMe (3×50 mL) and the combined extracts were washed with brine, dried (Na2SO4) and concentrated. The residue was washed with petroleum ether to yield the sub-title compound (1.5 g, 34 %).

The synthetic route of 38380-85-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOLIPOX AB; WO2006/77367; (2006); A1;,
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Reference of 111-95-5,Some common heterocyclic compound, 111-95-5, name is Bis(2-methoxyethyl)amine, molecular formula is C6H15NO2, 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 the product from step 46 2 (1.00 g, 5.29 mmol) in 94 ACN (20 mL) was added 43 bis(2-methoxyethyl)amine (3.0 mL, 2.71 g, 20.3 mmol) and the reaction mixture was heated to 70 C. for 16 hours thereafter. The reaction was cooled and concentrated. The residue was partitioned with EtOAc and water. The organic layer was separated and the aqueous was extracted again with EtOAc. The combined organic extracts were washed with brine, dried (Na2SO4), filtered and concentrated. Purification by flash column chromatography (SiO2, 10/1 hexanes-EtOAc to 1/1) afforded 950 mg (63% yield) of the desired adduct as a yellow solid: 1NMR (300 MHz, CDCl3) delta 7.47 (bs, 2H), 3.77 (t, J=5.7 Hz, 4H), 3.52 (t, J=5.4 Hz, 4H), 3.25 (s, 6H). 13C NMR (75 MHz, CDCl3) ? 154.7 (s), 152.0 (s), 120.9 (s), 119.5 (s), 95.8 (s), 71.0 (t), 59.1 (q), 50.0 (t). LCMS (50-95% gradient acetonitrile in 0.1% TFA over 10 min), single peak retention time=4.91 min on 250 mm column, (M+H)+=286, (M+Na)+=308, (M+Na+ACN)+=349.

The synthetic route of 111-95-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MediBeacon Inc.; Debreczeny, Martin P.; Rajagopalan, Raghavan; Dorshow, Richard B.; Neumann, William L.; Rogers, Thomas E.; (54 pag.)US2019/125901; (2019); A1;,
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Application of 3616-56-6, The chemical industry reduces the impact on the environment during synthesis 3616-56-6, name is 2,2-Diethoxy-N,N-dimethylethanamine, I believe this compound will play a more active role in future production and life.

(a) 2-(N,N-dimethylaminomethyl)chroman-4-one Dimethylaminoacetaldehyde diethyl acetal (40 g) was treated below -5¡ã C. with conc. hydrochloric acid (196 ml) and then stirred at room temperature for 2 hours. After the solution had been neutralised with sodium bicarbonate, 2 N sodium hydroxide (80 ml) was added followed by 2-hydroxyacetophenone (34 g) in 2 N sodium hydroxide (80 ml) and sufficient dioxane to give a single phase reaction mixture. The solution was heated at 70¡ã-80¡ã C. with stirring for 21/2 hours and left at ambient temperature overnight. Extraction with diethyl ether was followed by extraction of the organic phase with dilute hydrochloric acid. The aqueous acid solution was basified with sodium hydroxide solution and extracted into diethyl ether to give the title compound (3.4 g) as an oil. 1 H nmr (CDCl3) delta: 8.1-6.9 (m, 4H); 4.9-4.4 (m, 1H); 3.0-2.5 (m, 4H); 2.3 (s, 6H).

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-Diethoxy-N,N-dimethylethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Beecham Group Limited; US4303656; (1981); A;,
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Adding a certain compound to certain chemical reactions, such as: 74654-07-2, name is 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine, 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 74654-07-2, Formula: C7H17NO3

Example 54A tert-Butyl [(trans-4-{[(2S)-3-[3′-({2-[2-(2-methoxyethoxy)ethoxy]ethyl}carbamoyl)-6-methylbiphenyl-3-yl]-1-oxo-1-{[4-(1H-tetrazol-5-yl)phenyl]amino}propan-2-yl]carbamoyl}cyclohexyl)methyl]carbamate 5′-[(2S)-2-{[(trans-4-{[(tert-Butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]amino}-3-oxo-3-{[4-(1H-tetrazol-5-yl)phenyl]amino}propyl]-2′-methylbiphenyl-3-carboxylic acid (90 mg, 0.13 mmol) and 2-[2-(2-methoxyethoxy)ethoxy]ethanamine (26 mg, 0.16 mmol) were dissolved in tetrahydrofuran (4 ml), N-[(dimethylamino)(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yloxy)methylidene]-N-methylmethanaminium hexafluorophosphate (60 mg, 0.16 mmol) and N,N-diisopropylethylamine (20 mg, 0.16 mmol) were added and the mixture was stirred at RT overnight. Subsequently, the mixture was concentrated and the residue was purified chromatographically by HPLC (Method 10). This gave 42 mg (38% of theory) of the title compound. LC-MS (Method 4): Rt=1.20 min; MS (ESIpos): m/z=827.6 [M+H]+.

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; Bayer Pharma Aktiengesellschaft; ROeHN, Ulrike; ELLERMANN, Manuel; STRASSBURGER, Julia; WENDT, Astrid; ROeHRIG, Susanne; WEBSTER, Robert Alan; SCHMIDT, Martina Victoria; TERSTEEGEN, Adrian; BEYER, Kristin; SCHAeFER, Martina; BUCHMUeLLER, Anja; GERDES, Christoph; SPERZEL, Michael; SANDMANN, Steffen; HEITMEIER, Stefan; HILLISCH, Alexander; ACKERSTAFF, Jens; TERJUNG, Carsten; (163 pag.)US2016/244437; (2016); A1;,
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These common heterocyclic compound, 36865-41-5, name is 1-Bromo-3-methoxypropane, 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. category: ethers-buliding-blocks

66.0 g of potassium carbonate and 3-METHOXY-1-BROMOPROPANE are added at room temperature to a solution of 64.6 g of 5- bromo-2-methoxyphenol in 350 ml of acetonitrile. The reaction mixture is stirred under reflux for 14 hours. After removal of the solvent by evaporation, 1200 ml of ice/water are added to the residue and extraction is carried out with ether. The organic extracts are washed with saturated sodium chloride solution, dried over magnesium sulfate and concentrated by evaporation. Distillation under a high vacuum yields the title compound: R. sub. e (hexane/ethyl acetate=4: 1) =0.33 ; b. p. [=126-] [129C./1.4 mbar; HPLC Rt =16.38 minutes; MS (M+) =274,276.

The synthetic route of 1-Bromo-3-methoxypropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2003/103653; (2003); A1;,
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Synthetic Route of 91273-58-4,Some common heterocyclic compound, 91273-58-4, name is ((3-Bromo-2-methylpropoxy)methyl)benzene, molecular formula is C11H15BrO, 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.

EXAMPLE 5 rac. 4-Benzyloxy-3-methylbutyronitrile A solution of 3.38 g. (0.069 mole) of sodium cyanide and 8.4 g. (0.0345 mole) of rac. 3-benzyloxy-2-methyl-1-propyl bromide in 11.5 ml. of water and 45 ml. of ethanol was stirred and heated at reflux for 20 hours. The reaction mixture was cooled, diluted with water and the product was isolated by extraction with benzene and worked up as in Example 1. This afforded 6.4 g. of oily residue which was chromatographed on 350 g. of silica gel. Elution with 4:1 parts by volume and 2:1 parts by volume hexane: ether gave 5.8 g. (89%) of pure rac. 4-benzyloxy-3-methylbutyronitrile as a yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route ((3-Bromo-2-methylpropoxy)methyl)benzene, its application will become more common.

Reference:
Patent; Hoffmann-La Roche Inc.; US4041058; (1977); A;,
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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. 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, A new synthetic method of this compound is introduced below., name: 2-Bromo-1,1-dimethoxyethane

Step 1. 4-(2,2-Dimethoxyethoxy)-1,2-difluorobenzene Bromoacetaldehyde dimethyl acetal (3.3ml, 27.9mmol) and potassium carbonate (6.5g, 47.1mmol) were added to a solution of 3,4-difluorophenol (3.0g, 23.4mmol) in DMF (65ml). The mixture was heated to 120C for 4 hours, cooled to room temperature and then quenched with a solution of aqueous ammonium chloride. The product was extracted into ethyl acetate, washed with water and brine, dried over magnesium sulphate, filtered and concentrated in vacuo to yield the title compound (5.1g, 97%); 1H NMR (CDCl3) 3.45 (6H, s), 3.93 (2H, d, J 5.1Hz), 4.67 (1H, t, J 5.1Hz), 6.60 (1H, m), 6.74 (1H, m) and 7.03 (1H, m).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SmithKline Beecham plc; EP1232153; (2004); B1;,
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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. 450-91-9, name is 4-Fluoro-2-methoxyaniline, A new synthetic method of this compound is introduced below., Product Details of 450-91-9

The compound 2-a-2 (8.0g, 43mmol) in 500mL reaction flask, under stirring concentrated sulfuric acid was added (100 mL) to dissolve the substrate. At -20 deg. C condition, to the stirred reaction flask was slowly added dropwise concentrated nitric acid (6.15 mL, 48mmol), and held at that temperature for 5 minutes. The progress of the reaction by TLC, until complete reaction of the substrate, poured into ice water. -20 deg. C kept ice bath, was slowly added to the reaction system sodium hydroxide / water solution (150mL / 300 mL), adjusted to pH 8-9. After completion of the reaction solution with ethyl acetate / water system was extracted three times, the organic layer was separated, washed with water, saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give 4-fluoro-2-methoxy -5-nitroaniline compound 2-a-3 (8.7g), was used directly in the next reaction. Yield: 80%; purity: 100%;

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Shanghai Haiyan Pharmaceutical Technology Co. Ltd; Yangtze River Pharmaceutical Group Co., Ltd; Jin, Yunzhou; Bo, Ping; He, Qi; Lan, Jiong; Zhou, Fusheng; Zhang, Liang; He, Xiangyu; (59 pag.)CN105524068; (2016); A;,
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