Tag: M.W=200-300

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. 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Bromo-2-(2-bromoethoxy)ethane

Bis-(2-bromoethyl) ether (2.04 ml, 16.2 mmol) and potassium succinimide (1.50 g, 8.10 mmol) were dissolved in dimethylformamide. The solution was heated to 80C and stirred for 19 hours. The solvent was removed under reduced pressure, and ethyl acetate was added to the residue. The organic layer was washed with water, a saturated aqueous sodium hydrogen carbonate solution, and a saturated brine, dried over anhydrous sodium sulfate, and purified by a silica gel column chromatography (hexane:ethyl acetate = 5:1) to obtain a bromo compound (1.64 g, 68.0%). ESI-MS (m/z) 299 (M+H)+.

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 5414-19-7.

Reference:
Patent; Ajinomoto Co., Inc.; EP2157092; (2010); A1;,
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Reference of 332-48-9, The chemical industry reduces the impact on the environment during synthesis 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, I believe this compound will play a more active role in future production and life.

EXAMPLE 6 In a similar manner to Example 3, a mixture of 4-(dimethylaminomethyliminomethyl)piperidine (6.42 g), 2-bromoethyl 4-fluorophenyl ether (8.3 g), triethylamine (5.3 ml) and toluene (20 ml) was heated on a steam bath for 16 hours to give 4-aminomethyl-1-[2-(4-fluorophenoxy)ethyl]piperidine as an oil.

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-(2-Bromoethoxy)-4-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KNOLL Aktiengesellschaft; US5760035; (1998); 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. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, A new synthetic method of this compound is introduced below., Quality Control of ((2-Bromoethoxy)methyl)benzene

To a vigorously stirred solution of 15,2 g (100 mmol) 2-hydroxy-5-methoxy-benzaldehyde and 42.4 g (130 mmol) caesium carbonate in 350 ml DMF at 0°C was added 26.9 g (125 mmol) (2-Bromo-ethoxymethyl)-benzene (Adrich) in 50 ml DMF dropwisely. The reaction mixture was stirred vigorously at 70°C for 6h. The solvent was evaporated. 200 ml water and 200 ml ethyl acetate were added. The organic phase was separated. The aqueous phase was extracted three times with 100 ml ethyl acetate each. The combined organic phases were washed with 50 ml water and 50 ml brine. The organic phase was dried with magnesium sulphate and evaporated. The crude product was purified by silica column chromatography (gradient ethylacetate : hexane 1:3 –> 1:2). The desired product 2a was obtained in 86percent yield (24.6 g, 86 mmol) as yellow oil. MS-ESI: 287 (M+ + I , 100). Elementary analysis: C 71.31 percent H 6.34percent Determined: C 71.29percent H 6.35percent

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; Bayer Schering Pharma Aktiengesellschaft; EP1894915; (2008); A1;,
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Electric Literature of 589-10-6, 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 589-10-6 as follows.

A solution of 0.24 g (10 mmol) of sodium hydride and15 ml of N, N-dimethylformamide was added50ml round bottom flask,Stirred at room temperature for 10 minutes, then 2.5 g (10 mmol) of compound 2 and 10 mmol were added2-phenoxyethyl bromide,And followed by thin layer chromatography to the end of the reaction, and then the reaction solution into 500ml ice water,Extracted three times with 100 ml of ethyl acetate, the organic phases were combined, the solvent was evaporated,The resulting residue was purified by silica gel column chromatography (V dichloromethane: V methanol = 100: 1) to give Compound 3 (2.3 g, yield 63%).

According to the analysis of related databases, 589-10-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangxi Normal University; Chen Zhenfeng; Liang Hong; Liu Yancheng; Lu Xing; Huang Kunyuan; (13 pag.)CN106478676; (2017); A;,
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Electric Literature of 262587-05-3, These common heterocyclic compound, 262587-05-3, name is 1-Bromo-3-(difluoromethoxy)benzene, 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.

93 mg of 1 -bromo-3(dofluoromethoxy)benzene (0.42 mmol; 1.00 eq) and the successively 142 mg of 1 -[3-methyl-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl]azetidine-3-carboxylic acid (preparation 9; 0.42 mmol; 1.00 eq) dissolved in 4 mE of DME, 3.4 mg of Pd(dppf)C12, CH2C12 (0.01 eq.) and finally 127 mg of CsF (0.83 nnol; 2.00 eq) were introduced into a microwave- resistant 10 mE reaction vessel. The reaction mixture was microwave-irradiated for 1 h at 120 C. The reaction medium was then taken up with ethyl acetate and water, while adjusting the pH to 6, and then extracted with ethyl acetate and washed with brine. The organic phase was dried over magnesium suflate, filtered and concentrated under vacuum. The residue was purified by flash chromatography (l3iotage 10 g silica 15-40 jtmlliquid deposit in dichloromethane) using a cyclohexane/0% to 100% dichloromethane gradient. The fractions containing the targeted product were combined and then evaporated, under reduced, pressure to give 99 mg of title compound in the form of a colorless oil,Yld: 33%.10548] ?H NMR (300 MHz, CHC13-d) oeppm 2.24 (s, 3H)3.41-3.49 (m, 1H) 3.62 (s, 3H) 3.92-4.02 (m, 4H) 6.18 (s, 1H) 6.32 (s, 1H) 6.43 (t, J=74 Hz, 1H) 6.68 (s, 1H) 6.93-6.96 (m, 1H) 7.19-7.3 1 (m, 3H).EC-MS mlz (M+H): 348.

The synthetic route of 262587-05-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INVENTIVA; BOUBIA, Benaissa; MASSARDIER, Christine; GUILLIER, Fabrice; POUPARDIN, Olivia; TALLANDIER, Mireille; AMAUDRUT, Jerome; BONDOUX, Michel; FEENSTRA, Roelof Williem; VAN DONGEN, Maria Johana Petronella; (207 pag.)US2017/66717; (2017); A1;,
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Related Products of 5473-01-8,Some common heterocyclic compound, 5473-01-8, name is 2-Bromo-6-methoxyaniline, molecular formula is C7H8BrNO, 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.

Step B: 2-Amino-3-bromophenol. To an ice cooled solution of 6-bromo-2-anisidine (1.01 g, 5 mmol) in methylene chloride (30 mL) was slowly added a 1.0 M solution of boron tribromide in methylene chloride (10 mL, 10 mmol) via syringe. The reaction was slowly warmed to room temperature and stirred overnight. Methanol (10 mL) was added and the solvents removed by rotoevaporation to give the title compound (0.87 g, 92percent yield).

The synthetic route of 5473-01-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US6291511; (2001); 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. 29578-39-0, name is 1-Bromo-3-fluoro-5-methoxybenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 29578-39-0

A suspension of 3-bromo-5-fluoro-anisole (20.0 g, 97.55 mmol, 1.0 eq.), ethyl prop-2-enoate (12.6 g, 146.3 mmol, 1.5 eq.), and tri-o-tolylphosphine (2.37 g, 7.8 mmol, 8mol%) in triethylamine (175 mL) was degassed and then palladium(II) acetate (0.44 g, 1.96 mmol, 2mol%) was added to the reaction mixture. The mixture was kept at reflux temperature for 13 days (the reaction had a very slow but steady progress, during this time additional Pd-source and phosphine were added – once 2 and 8 mol% Pd and phosphine and once 1 and 4 mol% Pd and phosphine). The reaction mixture was cooled to room temperature. Volatiles were removed in vacuo, and water (300 mL) was added to the residue. The mixture was extracted with ethyl acetate (3xl50mL). The combined organic layers were washed with aq. HCl (IN, 100 mL), brine (200 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The crude material was purifed by flash column chromatography using as eluent petroleum ether/ethyl acetate 9 to 1, giving the titled compound as an off-white solid in 74% yield.

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; KARO BIO AB; WO2009/121910; (2009); A1;,
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Related Products of 10385-36-1, The chemical industry reduces the impact on the environment during synthesis 10385-36-1, name is 1-Bromo-2,3,4-trimethoxybenzene, I believe this compound will play a more active role in future production and life.

General procedure: Aryl bromide (1.00 mmol; in case it is solid), Pd(PhCN)2Cl2 (11.5 mg, 0.030 mmol) and CuI (3.8 mg, 0.020 mmol) are added to a dry, 10-mL round bottom flask, which is then sparged with argon and charged with dioxane (1.0 mL; Aldrich Sure/Seal anhydrous/99.8%). P(t-Bu)3 (70 muL of a 1 M solution in dioxane; 0.07 mmol; made from 1gm P(t-Bu)3 and 4.95 mL anhydrous dioxane; preserved under argon), HN(i-Pr)2 (170 muL, 1.20 mol; freshly distilled over CaH2), aryl bromide (1.00 mmol, in case it is liquid), and the trimethylsilylacetylene (1.20 mmol) are added via syringe to the stirred reaction mixture. After the aryl bromide has been consumed, the reaction mixture is diluted with EtOAc (5 mL), filtered through a small pad of Celite (with EtOAc rinsings), concentrated in reduced pressure and silica gel (1 g) was added. Further evaporation lead to a silica gel plug which was loaded on top of a silica gel column (2 cm × 20 cm) and eluted with 5% ethyl acetate in hexanes. Fractions corresponding to the product spot were evaporated under reduced pressure to obtain analytically pure product.

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-2,3,4-trimethoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gangjee, Aleem; Namjoshi, Ojas A.; Keller, Staci N.; Smith, Charles D.; Bioorganic and Medicinal Chemistry; vol. 19; 14; (2011); p. 4355 – 4365;,
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Synthetic Route of 103291-07-2, These common heterocyclic compound, 103291-07-2, name is 4-Bromo-1-fluoro-2-methoxybenzene, 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: A mixture of arylbromide (1.0 eq), magnesium turnings (1.1 eq) and a catalytic amount of iodine in anhydrous THF was stirred for 2h at 60C under argon. A solution of the appropriate aldehyde in anhydrous THF was added and the reaction mixture was stirred at 80C. The end of the reaction was monitored by TLC. The mixture was quenched with brine and extracted with ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered and evaporated to dryness under reduced pressure. The crude product was purified by column chromatography.

Statistics shows that 4-Bromo-1-fluoro-2-methoxybenzene is playing an increasingly important role. we look forward to future research findings about 103291-07-2.

Reference:
Article; Braun, Florian; Bertoletti, Nicole; Moeller, Gabriele; Adamski, Jerzy; Frotscher, Martin; Guragossian, Nathalie; Madeira Girio, Patricia Alexandra; Le Borgne, Marc; Ettouati, Laurent; Falson, Pierre; Mueller, Sebastian; Vollmer, Guenther; Heine, Andreas; Klebe, Gerhard; Marchais-Oberwinkler, Sandrine; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 61 – 76;,
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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. 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, A new synthetic method of this compound is introduced below., Product Details of 450-88-4

Step 1. 3-Bromo-6-fluoro-2-methoxybenzaldehyde 1.6 M Solution of n-butyllithium in hexanes (3.35 mL, 5.36 mmol) was added dropwise to a solution of N,N-diisopropylamine (0.960 mL, 6.85 mmol) in tetrahydrofuran (10 mL) at -78 C. and the resultant reaction mixture was stirred at -78 C. for 10 min. A solution of 1-bromo-4-fluoro-2-methoxybenzene (1.0 g, 4.9 mmol) in tetrahydrofuran (2 mL) was added to the reaction mixture dropwise at -78 C. and the reaction mixture was stirred at -78 C. for 1 h. N,N-dimethylformamide (0.412 mL, 5.32 mmol) was added to the reaction mixture dropwise at -78 C. and the reaction mixture was stirred at -78 C. for 1 h. Reaction mixture was quenched with saturated ammonium chloride, warmed to 20 C., and diluted with ether and 1M aqueous solution of HCl. Layers were separated and the aqueous layer was and re-extracted with ether. The combined organic layers were washed with brine, dried with magnesium sulfate, filtered, and concentrated in vacuo to give a crude residue. Purification by flash column chromatography (100% hexanes to 30% EtOAc/hexanes) gave the desired product (727 mg, 64%) as a yellow solid. LCMS calculated for C8H7BrFO2 (M+H)+: m/z=233.0, 235.0. found: 233.0, 234.8.

The synthetic route of 450-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; Yue, Eddy W.; Combs, Andrew P.; Douty, Brent; US2015/148342; (2015); A1;,
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