Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 20712-12-3, (2-Amino-5-bromophenyl)methanol, 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, 20712-12-3, blongs to alcohols-buliding-blocks compound. Safety of (2-Amino-5-bromophenyl)methanol

2-amino-5-bromobenzyl alcohol (4.04 g, 20.0 mmol) and diboron pinacol ester (7.65 g, 30.0 mmol, commercially available) were fully dissolved in 200 mL dioxane,Add CsCO3 (19.6 g, 60.0 mmol),PdCl2.dppf (0.88 g, 1.2 mmol) and dppf (0.55 g, 1.0 mmol),The reaction was heated at reflux.After 2 hours of reflux reaction, the reaction solution was cooled to room temperature.Insolubles are removed by filtrationEvaporate the solventResidue with water (200 ml),Extract with ethyl acetate (2 x 200 ml).The organic layer was washed with saturated saline solution.Dry with anhydrous magnesium sulfateConcentrate under reduced pressure,The residue was purified by column chromatography (eluent: EA_PE=1:3).3.39 g of a pale yellow solid.Yield 68.0percent

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20712-12-3, its application will become more common.

Reference:
Patent; Shenyang Sinochem Pesticide Chemical Research And Development Co., Ltd.; Li Bin; Wang Gang; Song Yuquan; Wu Shasha; Fan Xiaoxi; Shi Xuegeng; Yu Haibo; Lv Liang; (32 pag.)CN104650038; (2018); B;,
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Related Products of 1227159-85-4 ,Some common heterocyclic compound, 1227159-85-4, molecular formula is C11H13BrO, 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.

Step 2: 1-Bromo-4-[1-(methoxymethyl)cyclobutyl]benzene 1.28 g (31.9 mmol) of a 60% strength suspension of sodium hydride in mineral oil were added to a solution of 7.0 g (29.0 mmol) of the compound from Example 110A/step 1 in 120 ml of anhydrous DMF at approx. 5 C. After the mixture had been stirred at this temperature for 1 h, 2.2 ml (34.8 mmol) of methyl iodide were added. The reaction mixture was allowed to warm to RT and stirring was continued for 15 h. The reaction mixture was then concentrated to a volume of approx. 20 ml on a rotary evaporator. Approx. 500 ml of water were added and the mixture was extracted three times with approx. 200 ml of diethyl ether each time. The combined organic extracts were washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. After filtration and removal of the solvent on a rotary evaporator, the crude product obtained was purified by means of filtration with suction over approx. 200 g of silica gel with cyclohexane/ethyl acetate 50:1 as the mobile phase. 4.92 g (66% of th.) of the title compound were obtained. 1H-NMR (400 MHz, CDCl3, delta/ppm): 7.41 (d, 2H), 7.04 (d, 2H), 3.48 (s, 2H), 3.27 (s, 3H), 2.32-2.22 (m, 4H), 2.12-2.00 (m, 1H), 1.90-1.80 (m, 1H). MS (DCI, NH3): m/z=272/274 [M+NH4]+. GC/MS (method L, ESIpos): Rt=5.25 min, m/z=254/256 [M]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1227159-85-4, its application will become more common.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; Haerter, Michael; Beck, Hartmut; Ellinghaus, Peter; Berhoerster, Kerstin; Greschat, Susanne; Thierauch, Karl-Heinz; Suessmeier, Frank; US2013/196964; (2013); 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. 55489-58-2, name is 2-(2-(2-(Benzyloxy)ethoxy)ethoxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C13H20O4

General procedure: Methanesulfonyl chloride (1.5 equiv.) was added drop-wise to astirred solution of alcohol (1 equiv.) and Et3N (1.5 equiv.) in anhydrousDCM (30 mL) at 0 C under nitrogen. The reaction wasallowed to warm to room temperature, and stirred for 2 h. Thereaction mixture was poured into methanol (10 mL), and concentratedin vacuo. The reaction mixture was then diluted with diethylether (20 mL), washed with water (3 20 mL) and brine(3 20 mL). The combined organic extracts were then dried overanhydrous MgSO4, filtered, and concentrated in vacuo. The residuewas dissolved in DMF (25 mL), sodium azide (3 equiv.) was added, and the mixture was stirred at 60 C for 16 h. The reaction mixturewas concentrated in vacuo, and The reaction mixture was thendiluted with diethyl ether (50 mL), washed with water (3 20 mL)and brine (3 30 mL), dried over anhydrous MgSO4, filtered, andconcentrated in vacuo, to give a residue which was purified by flashchromatography.

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, 55489-58-2, 2-(2-(2-(Benzyloxy)ethoxy)ethoxy)ethanol.

Reference:
Article; Suthagar, Kajitha; Watson, Andrew J.A.; Wilkinson, Brendan L.; Fairbanks, Antony J.; European Journal of Medicinal Chemistry; vol. 102; (2015); p. 153 – 166;,
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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. 55489-58-2, name is 2-(2-(2-(Benzyloxy)ethoxy)ethoxy)ethanol, the common compound, a new synthetic route is introduced below. Formula: C13H20O4

2-(2-(2-(benzyloxy)ethoxy)ethoxy)ethanol (1.0 g, 4.16 mmol) and carbon tetrabromide (1.40 g, 4.2 mmol) were dissolved in dichloromethane under an argon atmosphere. The flask was placed in a water bath and triphenylphosphine (1.10 g, 4.2 mmol) in dichloromethane (10 ml_) was added drop-wise over 15 minutes. After stirring for an additional 2 hours at room temperature, the solution was concentrated and the product was purified by flash column chromatography on silica gel (30 g), eluting with a mixture of heptanes/ethyl acetate (3:1 ). The experiment generated ((2-(2-(2- bromoethoxy)ethoxy)ethoxy)methyl)benzene 5 (1 .0 g, 80% yield) as a colorless liquid. 1H NMR (300 MHz, CDCI3): 7.60-7.40 (m, 5H), 4.56 (s, 2H), 3.79 (t, 2H, J = 6.3 Hz), 3.72-3.55 (m, 8H), 3.44 (t, 2H, J = 6.3 Hz). 13C (75 MHz, CDCI3): 138.24, 128.37, 127.74, 127.61 , 73.34, 71.32, 70.83, 70.76, 70.66, 69.55, 30.55.

The synthetic route of 55489-58-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RODOS BIOTARGET GMBH; AUGUSTUS BIOTARGET, INC.; SCOLARO, Michael, J.; SULLIVAN, Sean, M.; GIESELER, Robert, K.; HOZSA, Constantin; FURCH, Marcus; (68 pag.)WO2017/17148; (2017); A1;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 7073-69-0, name is 2-(2-Bromophenyl)propan-2-ol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C9H11BrO

2-(2-Bromophenyl)propene (6b) was synthesized in a similar way by dehydration of 65.00 g (0.33 mol) of compound 5b with 49.50 g (0.36 mol) of phthalic anhydride. The oily crude product, 49.50 g, was distilled under reduced pressure. Yield 46.50 g (77%), purity 98% (GLC), bp 64-65C (1 mm), d420 = 1.5365,nD20 = 1.5595; MRD 47.50, calcd. 47.46; published data [21]: bp 55-65C (0.9 mm), nD27 = 1.553. IR spectrum,nu, cm-1: 3090, 1648, 910 (C=CH2), 740 (C-Br).1H NMR spectrum, delta, ppm: 2.07 m (3H, CH3), 4.95 mand 5.23 m (2H, =CH2), 7.03-7.37 m (3H, Harom),7.58 d (1H, 3-H, J = 7 Hz). 13C NMR spectrum, deltaC,ppm: 145.5 (C1), 128.1 (C2), 129.5 (C3, C4), 126.9(C5), 132.8 (C6), 121.7 (C7), 116.0 (C8), 23.5 (CH3).Found, %: C 54.51; H 4.40; Br 40.35. C9H9Br. Calculated,%: C 54.85; H 4.60; Br 40.55.

With the rapid development of chemical substances, we look forward to future research findings about 7073-69-0.

Reference:
Article; Fedorov; Fedorova; Sheverdov; Pavlov; Eremkin; Russian Journal of Organic Chemistry; vol. 52; 6; (2016); p. 806 – 812; Zh. Org. Khim.; vol. 52; 6; (2016); p. 806 – 812,7;,
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Electric Literature of 17100-58-2, 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. 17100-58-2, name is (4-Bromo-2-methylphenyl)methanol, molecular formula is C8H9BrO, The 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.

Step 2: 4-bromo-l-(bromomethyl)-2-methylbenzene; Hydrobromic acid (cone, 2 eq.) was added to a stirred solution of the alcohol from step 1 (1 eq.) in acetic acid (0.22M). The mixture was stirred at 50 C for 12 h, cooled down to room temperature, poured in water and extracted with Et2O. The organic extract was washed with water, aqueous sodium hydrogen carbonate (3x), brine, dried over MgSO4, filtered and concentrated to afford the desired benzyl bromide as a light yellow solid.

According to the analysis of related databases, 17100-58-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2009/23964; (2009); A1;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.7735-42-4, name is 1,16-Hexadecanediol, molecular formula is C16H34O2, molecular weight is 258.44, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

The diol 14 (1 .047 g, 4.05 mmol) was dissolved in cyclohexane (30 mL) and vigorously stirred with 48% HBr (0.5 mL, 4.46 mmol, 1.1 eq.). The mixture was refluxed for 6 h, diluted with water (50 mL) and the phases were separated. The aqueous phase was extracted with a mixture of dichloromethane and methanol (v/v, 4:1 3 x 20 mL). The combined organic layer was dried over MgS04. The product was purified by column chromatography with silica gel (6 x 6 cm, cyclohexane/ethyl acetate, 8:1 ) and isolated as a white solid. Yield: 4.598 g (96%). Traces of 1 ,16-dibromohexadecane were also found. 15 M.p.: 65 C (lit. 53-54 C) 1H-NMR (300 MHz, CDCI3) delta [ppm]: 1.26-1.47 (m, 23 H, 4-CH2 to 14-CH2, 1 -OH), 1.51 -1.62 (m, 4 H, 2-CH2, 3-CH2), 1 .85 (m, 2 H, 15-CH2), 3.41 (t, 3JH,H = 6.9 Hz, 2 H, 16-CH2), 3.64 (t, 3JH,H = 6.6 HZ, 2 H, 1 -CH2). 13C-NMR (75 MHz, CDCI3) delta [ppm]: 25.9 (t, C-3), 28.3, 28.9, 29.6, 29.7, 29.8 (t, C-4 to C-14), 33.0 (t, C-2, C-15), 34.3 (t, C-16), 63.3 (t, C-1 ). Refs.: M.p. P. Chuit, J. Hausser, Helv. Chim. Acta 1929, 72,850-859. 1H-NMR spectroscopic data agree with those given by: S. Takanashi, M. Takagi, H. Takikawa; K. Mori, J. Chem. Soc, Perkin Trans. 1 1998, 1603-1606.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7735-42-4, 1,16-Hexadecanediol, and friends who are interested can also refer to it.

Reference:
Patent; WESTFAELISCHE WILHELMS-UNIVERSITAET MUENSTER; HAUFE, Guenter; LEVKAU, Bodo; SCHAEFERS, Michael; SCHILSON, Stefani Silke; KEUL, Petra; WO2013/26765; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 83647-43-2, (3-Bromo-2-methylphenyl)methanol, 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, Product Details of 83647-43-2, blongs to alcohols-buliding-blocks compound. Product Details of 83647-43-2

To a solution of 20.00 g (99.47 mmol, 1.0 eq) of (3-bromo-2-methyl-phenyl)methanol 1A and 24.26 g (198.94 mmol, 2.0 eq) of phenylboronic acid in 156 mL of toluene and 52mL of EtOH, were added 812.3 mg (0.995 mmol, 0.01 eq) of Pd(dppf)Cl2.CH2Cl2 and 25.07g (2 M, 149.21 mL, 3.0 eq) of NaHCC under nitrogen gas. The mixture was stirred at 80C for 12 hours. The mixture was separated, and the aqueous phase was extracted with 2 x 400 mL of ethyl acetate (EtOAc). The combined organic phase was washed with 2 x 200 mL of brine, dried over Na2SC>4, filtered and the solvent was concentrated. The residue was purified by column eluted with petroleum ether/ethyl acetate = 25/1-10/1 to give crude product (25 g) as a yellow solid. The solid was smashed in 100 mL of petroleum ether, and the suspension was filtered to give 15.00 g (74.62%) of (2-methyl-[l,l’-biphenyl]-3-yl)methanol as a white solid. lH NMR (400 MHz, CDC13): delta 7.40-7.31 (m, 4H) 7.25-7.22 (m, 3H) 4.75-4.74 (m, 2H) 2.21 (m, 3H) 1.62~1.59(m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,83647-43-2, (3-Bromo-2-methylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; BI, Yingzhi; DORSEY, Bruce D.; MOORE, Christopher Brooks; (75 pag.)WO2018/200571; (2018); A1;,
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Electric Literature of 756520-66-8 ,Some common heterocyclic compound, 756520-66-8, molecular formula is C8H7Cl2FO, 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.

To a stirred solution of triphenyl phosphine (8. 2 G, 0. 03 mol) and DEAD (13. 65 mL of a 40% solution in toluene) in THF (200 mL) at 0 C was added a solution of 1- (2, 6-DICHLORO-3-FLUORO-PHENYL)- ethanol (4. 55 G, 0. 021 mol) and 3-hydroxy-nitropyridine (3. 35 G, 0. 023 mol) in THF (200 mL). The resulting bright orange solution was stirred under a nitrogen atmosphere at ambient temperature for 4 hours at which point all starting materials had been consumed. The solvent was removed, and the crude material was dry loaded onto silica gel, and eluted with ethyl acetate-hexanes (20 : 80) to yield 3- (2, 6-DICHLORO-3-FLUORO-BENZYLOXY)-2-NITRO-PYRIDINE (6. 21 G, 0. 021 mol, 98%) as a pink SOLID. 1H NMR (CDCl3, 300 MHz) 1. 8-1. 85 (d, 3H), 6. 0-6. 15 (q, 1H), 7. 0-7. 1 (t, 1H), 7. 2-7. 21 (d, 1H), 7. 25-7. 5 (m, 2H), 8. 0-8. 05 (d, 1 H).

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. 756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUGEN, INC.; WO2004/76412; (2004); A2;,
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Reference of 575-03-1, Adding some certain compound to certain chemical reactions, such as: 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin,molecular formula is C10H5F3O3, 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 575-03-1.

General procedure: The appropriate bromoketone (6a-o) (1.7 mmol) and triethylamine (1.6 mmol) were added to as olution of either7-hydroxy-4-methyl-2H-chromen-2-one 4 (1.4 mmol)or 7-hydroxy-4-(trifluoromethyl)-2H-chromen-2-one 5 (1.4 mmol) in THF (20 mL). The mixture was stirred at room temperature for 24h, filtered and the solvent was evaporated under reduced pressure.The solid residue was purified by column chromatography eluting with DCM/MeOH 9:1 to afford (7a-n) and (8a-o).

According to the analysis of related databases, 575-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kandil, Sahar; Westwell, Andrew D.; Mcguigan, Christopher; Bioorganic and Medicinal Chemistry Letters; vol. 26; 8; (2016); p. 2000 – 2004;,
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